Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 09:49:24 UTC

Update Date

2021-09-26 23:04:31 UTC

HMDB ID

HMDB0252121

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Etrasimod

Description

Etrasimod belongs to the class of organic compounds known as indolyl carboxylic acids and derivatives. Indolyl carboxylic acids and derivatives are compounds containing a carboxylic acid chain (of at least 2 carbon atoms) linked to an indole ring. Based on a literature review a significant number of articles have been published on Etrasimod. This compound has been identified in human blood as reported by (PMID: 31557052 ). Etrasimod is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Etrasimod is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  Mrv1652309112111492D          

 33 37  0  0  0  0            999 V2000
    6.6923   -2.0849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0902   -2.6489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3678   -2.2506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5234   -1.4404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3420   -1.3380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9594   -0.8383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1559   -1.0257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5919   -0.4236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8313    0.3659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6348    0.5533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1988   -0.0488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2673    0.9680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4639    0.7806    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8999    1.3827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0964    1.1953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5324    1.7974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7719    2.5869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5753    2.7743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1393    2.1722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0950    3.0586    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5628    2.5606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2924    1.7811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9502    1.2831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6270    1.7548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3876    2.5443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8856    3.2021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5650    3.9622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0629    4.6200    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7463    4.0646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9165   -1.8152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6771   -2.6047    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.1270   -1.5757    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.7060   -2.0546    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  1  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
  6 11  1  0  0  0  0
  9 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 14 19  1  0  0  0  0
 17 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 16 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 21 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
  7 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
 30 33  1  0  0  0  0
M  END

HMDB0252121
     RDKit          3D
Etrasimod
 59 63  0  0  0  0  0  0  0  0999 V2000
    9.9688   -0.2847   -1.7793 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1455   -0.4165   -0.8276 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4520   -1.3044    0.1659 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9140    0.4150   -0.8823 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0272    0.1329    0.3161 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6477   -1.3157    0.3004 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1419   -1.3863    0.3971 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7143    0.0079    0.2444 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7701    0.8865    0.1967 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2807    2.1144    0.0600 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9371    2.1269    0.0109 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9932    3.1393   -0.1186 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6505    2.8407   -0.1351 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2738    1.5233   -0.0208 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0699    1.2212   -0.0357 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4810   -0.1194    0.0731 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9710   -0.2199    0.0502 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7170    0.1590   -1.0378 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0920    0.0618   -1.0552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8174   -0.4323    0.0423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2823   -0.5029   -0.0045 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7741   -0.4319   -1.4787 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2794   -0.4478   -1.2091 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3754    0.6812   -0.1987 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9985    0.7306    0.5024 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0746   -0.8142    1.1342 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7359   -1.3719    2.3247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5949   -0.5276    2.9700 F   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7391   -1.6669    3.2669 F   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3198   -2.6049    2.0634 F   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6685   -0.7029    1.1236 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2024    0.5226    0.1069 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5725    0.8004    0.1267 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4235   -2.2948    0.1358 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3511    0.1128   -1.7866 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1376    1.5020   -0.8785 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5352    0.4263    1.2707 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9527   -1.8521   -0.6232 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1265   -1.7949    1.1696 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6839   -1.9783   -0.4288 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8609   -1.7942    1.4096 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8560    2.9801   -0.0033 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2991    4.1703   -0.2080 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8951    3.6325   -0.2376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0389   -0.6553   -0.8178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0622   -0.6438    0.9533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1679    0.5475   -1.9020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6532    0.3665   -1.9316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7523   -1.3792    0.4160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5897    0.5632   -1.9155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4220   -1.2668   -2.0713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6323   -1.4087   -0.8383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8064   -0.1097   -2.1220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1793    0.4028    0.4998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6274    1.6474   -0.6509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4472    1.6056    0.1121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2332    0.7639    1.5532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1130   -1.0145    2.0064 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9025   -0.5191    0.1964 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 20 26  1  0
 26 27  1  0
 27 28  1  0
 27 29  1  0
 27 30  1  0
 26 31  2  0
 14 32  1  0
 32 33  2  0
  9  5  1  0
 33 11  1  0
 33  8  1  0
 31 17  1  0
 25 21  1  0
  3 34  1  0
  4 35  1  0
  4 36  1  0
  5 37  1  0
  6 38  1  0
  6 39  1  0
  7 40  1  0
  7 41  1  0
 10 42  1  0
 12 43  1  0
 13 44  1  0
 16 45  1  0
 16 46  1  0
 18 47  1  0
 19 48  1  0
 21 49  1  0
 22 50  1  0
 22 51  1  0
 23 52  1  0
 23 53  1  0
 24 54  1  0
 24 55  1  0
 25 56  1  0
 25 57  1  0
 31 58  1  0
 32 59  1  0
M  END


  Mrv1652309112111492D          

 33 37  0  0  0  0            999 V2000
    6.6923   -2.0849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0902   -2.6489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3678   -2.2506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5234   -1.4404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3420   -1.3380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9594   -0.8383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1559   -1.0257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5919   -0.4236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8313    0.3659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6348    0.5533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1988   -0.0488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2673    0.9680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4639    0.7806    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8999    1.3827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0964    1.1953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5324    1.7974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7719    2.5869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5753    2.7743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1393    2.1722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0950    3.0586    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5628    2.5606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2924    1.7811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9502    1.2831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6270    1.7548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3876    2.5443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8856    3.2021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5650    3.9622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0629    4.6200    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7463    4.0646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9165   -1.8152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6771   -2.6047    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.1270   -1.5757    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    4.7060   -2.0546    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  1  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
  6 11  1  0  0  0  0
  9 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 14 19  1  0  0  0  0
 17 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 16 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 21 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
  7 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
 30 33  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0252121

> <DATABASE_NAME>
hmdb

> <SMILES>
OC(=O)CC1CCC2=C1NC1=C2C=C(OCC2=CC(=C(C=C2)C2CCCC2)C(F)(F)F)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C26H26F3NO3/c27-26(28,29)22-11-15(5-8-19(22)16-3-1-2-4-16)14-33-18-7-10-23-21(13-18)20-9-6-17(12-24(31)32)25(20)30-23/h5,7-8,10-11,13,16-17,30H,1-4,6,9,12,14H2,(H,31,32)

> <INCHI_KEY>
MVGWUTBTXDYMND-UHFFFAOYSA-N

> <FORMULA>
C26H26F3NO3

> <MOLECULAR_WEIGHT>
457.493

> <EXACT_MASS>
457.18647819

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
59

> <JCHEM_AVERAGE_POLARIZABILITY>
48.28786408020088

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-(7-{[4-cyclopentyl-3-(trifluoromethyl)phenyl]methoxy}-1H,2H,3H,4H-cyclopenta[b]indol-3-yl)acetic acid

> <ALOGPS_LOGP>
5.73

> <JCHEM_LOGP>
6.448157651333334

> <ALOGPS_LOGS>
-5.98

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
17.121363215482848

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.2572965647598275

> <JCHEM_PKA_STRONGEST_BASIC>
-4.868623017520815

> <JCHEM_POLAR_SURFACE_AREA>
62.32000000000001

> <JCHEM_REFRACTIVITY>
119.43530000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.77e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(7-{[4-cyclopentyl-3-(trifluoromethyl)phenyl]methoxy}-1H,2H,3H,4H-cyclopenta[b]indol-3-yl)acetic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0252121
     RDKit          3D
Etrasimod
 59 63  0  0  0  0  0  0  0  0999 V2000
    9.9688   -0.2847   -1.7793 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1455   -0.4165   -0.8276 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4520   -1.3044    0.1659 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9140    0.4150   -0.8823 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0272    0.1329    0.3161 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6477   -1.3157    0.3004 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1419   -1.3863    0.3971 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7143    0.0079    0.2444 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7701    0.8865    0.1967 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2807    2.1144    0.0600 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9371    2.1269    0.0109 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9932    3.1393   -0.1186 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6505    2.8407   -0.1351 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2738    1.5233   -0.0208 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0699    1.2212   -0.0357 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4810   -0.1194    0.0731 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9710   -0.2199    0.0502 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7170    0.1590   -1.0378 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0920    0.0618   -1.0552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8174   -0.4323    0.0423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2823   -0.5029   -0.0045 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7741   -0.4319   -1.4787 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2794   -0.4478   -1.2091 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3754    0.6812   -0.1987 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9985    0.7306    0.5024 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0746   -0.8142    1.1342 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7359   -1.3719    2.3247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5949   -0.5276    2.9700 F   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7391   -1.6669    3.2669 F   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3198   -2.6049    2.0634 F   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6685   -0.7029    1.1236 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2024    0.5226    0.1069 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5725    0.8004    0.1267 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4235   -2.2948    0.1358 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3511    0.1128   -1.7866 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1376    1.5020   -0.8785 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5352    0.4263    1.2707 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9527   -1.8521   -0.6232 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1265   -1.7949    1.1696 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6839   -1.9783   -0.4288 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8609   -1.7942    1.4096 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8560    2.9801   -0.0033 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2991    4.1703   -0.2080 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8951    3.6325   -0.2376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0389   -0.6553   -0.8178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0622   -0.6438    0.9533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1679    0.5475   -1.9020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6532    0.3665   -1.9316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7523   -1.3792    0.4160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5897    0.5632   -1.9155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4220   -1.2668   -2.0713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6323   -1.4087   -0.8383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8064   -0.1097   -2.1220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1793    0.4028    0.4998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6274    1.6474   -0.6509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4472    1.6056    0.1121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2332    0.7639    1.5532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1130   -1.0145    2.0064 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9025   -0.5191    0.1964 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 20 26  1  0
 26 27  1  0
 27 28  1  0
 27 29  1  0
 27 30  1  0
 26 31  2  0
 14 32  1  0
 32 33  2  0
  9  5  1  0
 33 11  1  0
 33  8  1  0
 31 17  1  0
 25 21  1  0
  3 34  1  0
  4 35  1  0
  4 36  1  0
  5 37  1  0
  6 38  1  0
  6 39  1  0
  7 40  1  0
  7 41  1  0
 10 42  1  0
 12 43  1  0
 13 44  1  0
 16 45  1  0
 16 46  1  0
 18 47  1  0
 19 48  1  0
 21 49  1  0
 22 50  1  0
 22 51  1  0
 23 52  1  0
 23 53  1  0
 24 54  1  0
 24 55  1  0
 25 56  1  0
 25 57  1  0
 31 58  1  0
 32 59  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0      12.492  -3.892   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      11.368  -4.945   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      10.020  -4.201   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      10.310  -2.689   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      11.838  -2.498   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.257  -1.565   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.758  -1.915   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.705  -0.791   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.152   0.683   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.652   1.033   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.704  -0.091   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.099   1.807   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       4.599   1.457   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       3.546   2.581   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.047   2.231   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.994   3.355   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.441   4.829   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.941   5.179   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.993   4.055   0.000  0.00  0.00           C+0
HETATM   20  N   UNK     0       0.177   5.709   0.000  0.00  0.00           N+0
HETATM   21  C   UNK     0      -1.050   4.780   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -0.546   3.325   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -1.774   2.395   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -3.037   3.276   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -2.590   4.749   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -3.520   5.977   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -2.921   7.396   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      -3.851   8.624   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      -1.393   7.587   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       7.311  -3.388   0.000  0.00  0.00           C+0
HETATM   31  F   UNK     0       6.864  -4.862   0.000  0.00  0.00           F+0
HETATM   32  F   UNK     0       5.837  -2.941   0.000  0.00  0.00           F+0
HETATM   33  F   UNK     0       8.785  -3.835   0.000  0.00  0.00           F+0
CONECT    1    2    5                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4    1                                                       
CONECT    6    4    7   11                                                  
CONECT    7    6    8   30                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   12                                                  
CONECT   10    9   11                                                       
CONECT   11   10    6                                                       
CONECT   12    9   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   19                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   22                                                  
CONECT   17   16   18   20                                                  
CONECT   18   17   19                                                       
CONECT   19   18   14                                                       
CONECT   20   17   21                                                       
CONECT   21   20   22   25                                                  
CONECT   22   21   16   23                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   21   26                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27                                                            
CONECT   30    7   31   32   33                                             
CONECT   31   30                                                            
CONECT   32   30                                                            
CONECT   33   30                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   74    0
END

COMPND    HMDB0252121
HETATM    1  O1  UNL     1       9.969  -0.285  -1.779  1.00  0.00           O  
HETATM    2  C1  UNL     1       9.146  -0.416  -0.828  1.00  0.00           C  
HETATM    3  O2  UNL     1       9.452  -1.304   0.166  1.00  0.00           O  
HETATM    4  C2  UNL     1       7.914   0.415  -0.882  1.00  0.00           C  
HETATM    5  C3  UNL     1       7.027   0.133   0.316  1.00  0.00           C  
HETATM    6  C4  UNL     1       6.648  -1.316   0.300  1.00  0.00           C  
HETATM    7  C5  UNL     1       5.142  -1.386   0.397  1.00  0.00           C  
HETATM    8  C6  UNL     1       4.714   0.008   0.244  1.00  0.00           C  
HETATM    9  C7  UNL     1       5.770   0.887   0.197  1.00  0.00           C  
HETATM   10  N1  UNL     1       5.281   2.114   0.060  1.00  0.00           N  
HETATM   11  C8  UNL     1       3.937   2.127   0.011  1.00  0.00           C  
HETATM   12  C9  UNL     1       2.993   3.139  -0.119  1.00  0.00           C  
HETATM   13  C10 UNL     1       1.650   2.841  -0.135  1.00  0.00           C  
HETATM   14  C11 UNL     1       1.274   1.523  -0.021  1.00  0.00           C  
HETATM   15  O3  UNL     1      -0.070   1.221  -0.036  1.00  0.00           O  
HETATM   16  C12 UNL     1      -0.481  -0.119   0.073  1.00  0.00           C  
HETATM   17  C13 UNL     1      -1.971  -0.220   0.050  1.00  0.00           C  
HETATM   18  C14 UNL     1      -2.717   0.159  -1.038  1.00  0.00           C  
HETATM   19  C15 UNL     1      -4.092   0.062  -1.055  1.00  0.00           C  
HETATM   20  C16 UNL     1      -4.817  -0.432   0.042  1.00  0.00           C  
HETATM   21  C17 UNL     1      -6.282  -0.503  -0.004  1.00  0.00           C  
HETATM   22  C18 UNL     1      -6.774  -0.432  -1.479  1.00  0.00           C  
HETATM   23  C19 UNL     1      -8.279  -0.448  -1.209  1.00  0.00           C  
HETATM   24  C20 UNL     1      -8.375   0.681  -0.199  1.00  0.00           C  
HETATM   25  C21 UNL     1      -6.998   0.731   0.502  1.00  0.00           C  
HETATM   26  C22 UNL     1      -4.075  -0.814   1.134  1.00  0.00           C  
HETATM   27  C23 UNL     1      -4.736  -1.372   2.325  1.00  0.00           C  
HETATM   28  F1  UNL     1      -5.595  -0.528   2.970  1.00  0.00           F  
HETATM   29  F2  UNL     1      -3.739  -1.667   3.267  1.00  0.00           F  
HETATM   30  F3  UNL     1      -5.320  -2.605   2.063  1.00  0.00           F  
HETATM   31  C24 UNL     1      -2.669  -0.703   1.124  1.00  0.00           C  
HETATM   32  C25 UNL     1       2.202   0.523   0.107  1.00  0.00           C  
HETATM   33  C26 UNL     1       3.572   0.800   0.127  1.00  0.00           C  
HETATM   34  H1  UNL     1       9.424  -2.295   0.136  1.00  0.00           H  
HETATM   35  H2  UNL     1       7.351   0.113  -1.787  1.00  0.00           H  
HETATM   36  H3  UNL     1       8.138   1.502  -0.879  1.00  0.00           H  
HETATM   37  H4  UNL     1       7.535   0.426   1.271  1.00  0.00           H  
HETATM   38  H5  UNL     1       6.953  -1.852  -0.623  1.00  0.00           H  
HETATM   39  H6  UNL     1       7.127  -1.795   1.170  1.00  0.00           H  
HETATM   40  H7  UNL     1       4.684  -1.978  -0.429  1.00  0.00           H  
HETATM   41  H8  UNL     1       4.861  -1.794   1.410  1.00  0.00           H  
HETATM   42  H9  UNL     1       5.856   2.980  -0.003  1.00  0.00           H  
HETATM   43  H10 UNL     1       3.299   4.170  -0.208  1.00  0.00           H  
HETATM   44  H11 UNL     1       0.895   3.632  -0.238  1.00  0.00           H  
HETATM   45  H12 UNL     1      -0.039  -0.655  -0.818  1.00  0.00           H  
HETATM   46  H13 UNL     1      -0.062  -0.644   0.953  1.00  0.00           H  
HETATM   47  H14 UNL     1      -2.168   0.547  -1.902  1.00  0.00           H  
HETATM   48  H15 UNL     1      -4.653   0.366  -1.932  1.00  0.00           H  
HETATM   49  H16 UNL     1      -6.752  -1.379   0.416  1.00  0.00           H  
HETATM   50  H17 UNL     1      -6.590   0.563  -1.916  1.00  0.00           H  
HETATM   51  H18 UNL     1      -6.422  -1.267  -2.071  1.00  0.00           H  
HETATM   52  H19 UNL     1      -8.632  -1.409  -0.838  1.00  0.00           H  
HETATM   53  H20 UNL     1      -8.806  -0.110  -2.122  1.00  0.00           H  
HETATM   54  H21 UNL     1      -9.179   0.403   0.500  1.00  0.00           H  
HETATM   55  H22 UNL     1      -8.627   1.647  -0.651  1.00  0.00           H  
HETATM   56  H23 UNL     1      -6.447   1.606   0.112  1.00  0.00           H  
HETATM   57  H24 UNL     1      -7.233   0.764   1.553  1.00  0.00           H  
HETATM   58  H25 UNL     1      -2.113  -1.015   2.006  1.00  0.00           H  
HETATM   59  H26 UNL     1       1.903  -0.519   0.196  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   34
CONECT    4    5   35   36
CONECT    5    6    9   37
CONECT    6    7   38   39
CONECT    7    8   40   41
CONECT    8    9    9   33
CONECT    9   10
CONECT   10   11   42
CONECT   11   12   12   33
CONECT   12   13   43
CONECT   13   14   14   44
CONECT   14   15   32
CONECT   15   16
CONECT   16   17   45   46
CONECT   17   18   18   31
CONECT   18   19   47
CONECT   19   20   20   48
CONECT   20   21   26
CONECT   21   22   25   49
CONECT   22   23   50   51
CONECT   23   24   52   53
CONECT   24   25   54   55
CONECT   25   56   57
CONECT   26   27   31   31
CONECT   27   28   29   30
CONECT   31   58
CONECT   32   33   33   59
END

HMDB0252121
     RDKit          3D
Etrasimod
 59 63  0  0  0  0  0  0  0  0999 V2000
    9.9688   -0.2847   -1.7793 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1455   -0.4165   -0.8276 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4520   -1.3044    0.1659 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9140    0.4150   -0.8823 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0272    0.1329    0.3161 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6477   -1.3157    0.3004 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1419   -1.3863    0.3971 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7143    0.0079    0.2444 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7701    0.8865    0.1967 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2807    2.1144    0.0600 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9371    2.1269    0.0109 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9932    3.1393   -0.1186 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6505    2.8407   -0.1351 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2738    1.5233   -0.0208 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0699    1.2212   -0.0357 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4810   -0.1194    0.0731 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9710   -0.2199    0.0502 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7170    0.1590   -1.0378 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0920    0.0618   -1.0552 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8174   -0.4323    0.0423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2823   -0.5029   -0.0045 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7741   -0.4319   -1.4787 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2794   -0.4478   -1.2091 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3754    0.6812   -0.1987 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9985    0.7306    0.5024 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0746   -0.8142    1.1342 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7359   -1.3719    2.3247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5949   -0.5276    2.9700 F   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7391   -1.6669    3.2669 F   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3198   -2.6049    2.0634 F   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6685   -0.7029    1.1236 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2024    0.5226    0.1069 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5725    0.8004    0.1267 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4235   -2.2948    0.1358 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3511    0.1128   -1.7866 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1376    1.5020   -0.8785 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5352    0.4263    1.2707 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9527   -1.8521   -0.6232 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1265   -1.7949    1.1696 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6839   -1.9783   -0.4288 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8609   -1.7942    1.4096 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8560    2.9801   -0.0033 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2991    4.1703   -0.2080 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8951    3.6325   -0.2376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0389   -0.6553   -0.8178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0622   -0.6438    0.9533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1679    0.5475   -1.9020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6532    0.3665   -1.9316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7523   -1.3792    0.4160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5897    0.5632   -1.9155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4220   -1.2668   -2.0713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6323   -1.4087   -0.8383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8064   -0.1097   -2.1220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1793    0.4028    0.4998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6274    1.6474   -0.6509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4472    1.6056    0.1121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2332    0.7639    1.5532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1130   -1.0145    2.0064 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9025   -0.5191    0.1964 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 20 26  1  0
 26 27  1  0
 27 28  1  0
 27 29  1  0
 27 30  1  0
 26 31  2  0
 14 32  1  0
 32 33  2  0
  9  5  1  0
 33 11  1  0
 33  8  1  0
 31 17  1  0
 25 21  1  0
  3 34  1  0
  4 35  1  0
  4 36  1  0
  5 37  1  0
  6 38  1  0
  6 39  1  0
  7 40  1  0
  7 41  1  0
 10 42  1  0
 12 43  1  0
 13 44  1  0
 16 45  1  0
 16 46  1  0
 18 47  1  0
 19 48  1  0
 21 49  1  0
 22 50  1  0
 22 51  1  0
 23 52  1  0
 23 53  1  0
 24 54  1  0
 24 55  1  0
 25 56  1  0
 25 57  1  0
 31 58  1  0
 32 59  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₆H₂₆F₃NO₃

Average Molecular Weight

457.493

Monoisotopic Molecular Weight

457.18647819

IUPAC Name

2-(7-{[4-cyclopentyl-3-(trifluoromethyl)phenyl]methoxy}-1H,2H,3H,4H-cyclopenta[b]indol-3-yl)acetic acid

Traditional Name

(7-{[4-cyclopentyl-3-(trifluoromethyl)phenyl]methoxy}-1H,2H,3H,4H-cyclopenta[b]indol-3-yl)acetic acid

CAS Registry Number

Not Available

SMILES

OC(=O)CC1CCC2=C1NC1=C2C=C(OCC2=CC(=C(C=C2)C2CCCC2)C(F)(F)F)C=C1

InChI Identifier

InChI=1S/C26H26F3NO3/c27-26(28,29)22-11-15(5-8-19(22)16-3-1-2-4-16)14-33-18-7-10-23-21(13-18)20-9-6-17(12-24(31)32)25(20)30-23/h5,7-8,10-11,13,16-17,30H,1-4,6,9,12,14H2,(H,31,32)

InChI Key

MVGWUTBTXDYMND-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as indolyl carboxylic acids and derivatives. Indolyl carboxylic acids and derivatives are compounds containing a carboxylic acid chain (of at least 2 carbon atoms) linked to an indole ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Indolyl carboxylic acids and derivatives

Direct Parent

Indolyl carboxylic acids and derivatives

Alternative Parents

Substituents

Indolyl carboxylic acid derivative
Trifluoromethylbenzene
3-alkylindole
Indole
Alkyl aryl ether
Monocyclic benzene moiety
Benzenoid
Pyrrole
Heteroaromatic compound
Carboxylic acid derivative
Carboxylic acid
Ether
Monocarboxylic acid or derivatives
Azacycle
Organohalogen compound
Organic oxide
Organopnictogen compound
Alkyl halide
Alkyl fluoride
Organic nitrogen compound
Carbonyl group
Organofluoride
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	5.73	ALOGPS
logP	6.45	ChemAxon
logS	-6	ALOGPS
pKa (Strongest Acidic)	4.26	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	62.32 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	119.44 m³·mol⁻¹	ChemAxon
Polarizability	48.29 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	206.515	30932474
DeepCCS	[M-H]-	204.119	30932474
DeepCCS	[M-2H]-	237.003	30932474
DeepCCS	[M+Na]+	212.428	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Etrasimod	OC(=O)CC1CCC2=C1NC1=C2C=C(OCC2=CC(=C(C=C2)C2CCCC2)C(F)(F)F)C=C1	3898.7	Standard polar	33892256
Etrasimod	OC(=O)CC1CCC2=C1NC1=C2C=C(OCC2=CC(=C(C=C2)C2CCCC2)C(F)(F)F)C=C1	3321.5	Standard non polar	33892256
Etrasimod	OC(=O)CC1CCC2=C1NC1=C2C=C(OCC2=CC(=C(C=C2)C2CCCC2)C(F)(F)F)C=C1	3553.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Etrasimod,2TMS,isomer #1	C[Si](C)(C)OC(=O)CC1CCC2=C1N([Si](C)(C)C)C1=CC=C(OCC3=CC=C(C4CCCC4)C(C(F)(F)F)=C3)C=C21	3521.6	Semi standard non polar	33892256
Etrasimod,2TMS,isomer #1	C[Si](C)(C)OC(=O)CC1CCC2=C1N([Si](C)(C)C)C1=CC=C(OCC3=CC=C(C4CCCC4)C(C(F)(F)F)=C3)C=C21	3299.3	Standard non polar	33892256
Etrasimod,2TMS,isomer #1	C[Si](C)(C)OC(=O)CC1CCC2=C1N([Si](C)(C)C)C1=CC=C(OCC3=CC=C(C4CCCC4)C(C(F)(F)F)=C3)C=C21	3553.9	Standard polar	33892256
Etrasimod,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CC1CCC2=C1N([Si](C)(C)C(C)(C)C)C1=CC=C(OCC3=CC=C(C4CCCC4)C(C(F)(F)F)=C3)C=C21	3894.2	Semi standard non polar	33892256
Etrasimod,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CC1CCC2=C1N([Si](C)(C)C(C)(C)C)C1=CC=C(OCC3=CC=C(C4CCCC4)C(C(F)(F)F)=C3)C=C21	3681.9	Standard non polar	33892256
Etrasimod,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CC1CCC2=C1N([Si](C)(C)C(C)(C)C)C1=CC=C(OCC3=CC=C(C4CCCC4)C(C(F)(F)F)=C3)C=C21	3686.4	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Etrasimod GC-MS (Non-derivatized) - 70eV, Positive	splash10-004i-0142900000-cd4348b3fb808b78e2a0	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Etrasimod GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Etrasimod GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Etrasimod GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Etrasimod GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Etrasimod GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Etrasimod 10V, Positive-QTOF	splash10-0a4i-0000900000-b96abc3b86cb62ced099	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Etrasimod 20V, Positive-QTOF	splash10-0a4i-1001900000-c242cf1f911653169fcf	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Etrasimod 40V, Positive-QTOF	splash10-014i-9404300000-be71aeba66e2d0466a22	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Etrasimod 10V, Negative-QTOF	splash10-03di-0100900000-173155d71fe1fc7d28d0	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Etrasimod 20V, Negative-QTOF	splash10-0bt9-2342900000-7d208b71768cc141c3a7	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Etrasimod 40V, Negative-QTOF	splash10-01q9-0942200000-a8e8aa7663f699b68169	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

58127408

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

44602504

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for Etrasimod (HMDB0252121)

MOL for HMDB0252121 (Etrasimod)

3D MOL for HMDB0252121 (Etrasimod)

3D SDF for HMDB0252121 (Etrasimod)

3D-SDF for HMDB0252121 (Etrasimod)

PDB for HMDB0252121 (Etrasimod)

3D PDB for HMDB0252121 (Etrasimod)

SMILES for HMDB0252121 (Etrasimod)

INCHI for HMDB0252121 (Etrasimod)

Structure for HMDB0252121 (Etrasimod)

3D Structure for HMDB0252121 (Etrasimod)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra