4-(((R)-3-((3S,4S)-3-fluoro-4-(4-hydroxyphenyl)piperidin-1-yl)-2-oxopyrrolidin-1-yl)methyl)benzoic acid

ID: ALA4171916

Chembl Id: CHEMBL4171916

PubChem CID: 145951152

Max Phase: Preclinical

Molecular Formula: C23H25FN2O4

Molecular Weight: 412.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)c1ccc(CN2CC[C@@H](N3CC[C@@H](c4ccc(O)cc4)[C@H](F)C3)C2=O)cc1

Standard InChI:  InChI=1S/C23H25FN2O4/c24-20-14-25(11-9-19(20)16-5-7-18(27)8-6-16)21-10-12-26(22(21)28)13-15-1-3-17(4-2-15)23(29)30/h1-8,19-21,27H,9-14H2,(H,29,30)/t19-,20+,21+/m0/s1

Standard InChI Key:  WLAAZTGSNAVWFU-PWRODBHTSA-N

Alternative Forms

1. Parent:

   

   ALA4171916

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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: 412.46

Molecular Weight (Monoisotopic): 412.1798

AlogP: 3.02

#Rotatable Bonds: 5

Polar Surface Area: 81.08

Molecular Species: ACID

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.99

CX Basic pKa: 6.48

CX LogP: 0.36

CX LogD: -0.41

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.79

Np Likeness Score: -0.17

References

1. Marcin LR, Warrier J, Thangathirupathy S, Shi J, Karageorge GN, Pearce BC, Ng A, Park H, Kempson J, Li J, Zhang H, Mathur A, Reddy AB, Nagaraju G, Tonukunuru G, Gupta GVRKM, Kamble M, Mannoori R, Cheruku S, Jogi S, Gulia J, Bastia T, Sanmathi C, Aher J, Kallem R, Srikumar BN, Vijaya KK, Naidu PS, Paschapur M, Kalidindi N, Vikramadithyan R, Ramarao M, Denton R, Molski T, Shields E, Subramanian M, Zhuo X, Nophsker M, Simmermacher J, Sinz M, Albright C, Bristow LJ, Islam I, Bronson JJ, Olson RE, King D, Thompson LA, Macor JE..  (2018)  BMS-986163, a Negative Allosteric Modulator of GluN2B with Potential Utility in Major Depressive Disorder.,  9  (5): [PMID:29795762] [10.1021/acsmedchemlett.8b00080]

Source

Source(1):

• Scientific Literature