US9221796, 46, P-4

ID: ALA3892956

Chembl Id: CHEMBL3892956

Cas Number: 1801151-08-5

PubChem CID: 91820646

Max Phase: Preclinical

Molecular Formula: C23H27FN2O2

Molecular Weight: 382.48

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(CN2CC[C@@H](N3CC[C@@H](c4ccc(O)cc4)[C@H](F)C3)C2=O)cc1

Standard InChI:  InChI=1S/C23H27FN2O2/c1-16-2-4-17(5-3-16)14-26-13-11-22(23(26)28)25-12-10-20(21(24)15-25)18-6-8-19(27)9-7-18/h2-9,20-22,27H,10-15H2,1H3/t20-,21+,22+/m0/s1

Standard InChI Key:  UNVYDSCXINFREZ-BHDDXSALSA-N

Alternative Forms

1. Parent:

   

   ALA3892956

   (3R)-3-[(3S,4S)-3-fluoro-4-(4-hydroxyphenyl)piperidin-1-yl]-1-[(4-methylphenyl)methyl]pyrrolidin-2-one

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: 382.48

Molecular Weight (Monoisotopic): 382.2057

AlogP: 3.63

#Rotatable Bonds: 4

Polar Surface Area: 43.78

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.11

CX Basic pKa: 6.48

CX LogP: 3.51

CX LogD: 3.46

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.88

Np Likeness Score: -0.29

References

1.  (2015)  Selective NR2B antagonists, 

2. 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(2):

• Scientific Literature
• BindingDB Database