2-[2-hydroxy-7,7-dimethyl-1-spiro[1H-indene-1,4'-(hexahydropyridine)]-1-ylsulfonylmethyl-(1S,2S,4R)-bicyclo[2.2.1]hept-2-yl]acetic acid

ID: ALA341339

Chembl Id: CHEMBL341339

Cas Number: 138382-23-7

PubChem CID: 9981665

Max Phase: Preclinical

Molecular Formula: C25H33NO5S

Molecular Weight: 459.61

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1(C)[C@@H]2CC[C@@]1(CS(=O)(=O)N1CCC3(C=Cc4ccccc43)CC1)[C@@](O)(CC(=O)O)C2

Standard InChI:  InChI=1S/C25H33NO5S/c1-22(2)19-8-10-24(22,25(29,15-19)16-21(27)28)17-32(30,31)26-13-11-23(12-14-26)9-7-18-5-3-4-6-20(18)23/h3-7,9,19,29H,8,10-17H2,1-2H3,(H,27,28)/t19-,24+,25+/m1/s1

Standard InChI Key:  XKVDTEPESVJNPJ-NGXZDTIWSA-N

Alternative Forms

1. Parent:

   

   ALA341339

   CID 9981665

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 459.61

Molecular Weight (Monoisotopic): 459.2079

AlogP: 3.41

#Rotatable Bonds: 5

Polar Surface Area: 94.91

Molecular Species: ACID

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.16

CX Basic pKa: ┄

CX LogP: 2.27

CX LogD: -0.79

Aromatic Rings: 1

Heavy Atoms: 32

QED Weighted: 0.70

Np Likeness Score: 0.68

References

1. Evans BE, Lundell GF, Gilbert KF, Bock MG, Rittle KE, Carroll LA, Williams PD, Pawluczyk JM, Leighton JL, Young MB..  (1993)  Nanomolar-affinity, non-peptide oxytocin receptor antagonists.,  36  (25): [PMID:8258821] [10.1021/jm00077a002]

2. Borthwick AD..  (2010)  Oral oxytocin antagonists.,  53  (18): [PMID:20550119] [10.1021/jm901812z]

Source

Source(1):

• Scientific Literature