(1S,2R,3S,4S,5R,6R)-2-Amino-3-[(4-fluoro-3-methyl-phenyl)-sulfanylmethyl]-4-hydroxy-bicyclo[3.1.0]hexane-2,6-dicarboxylic Acid Hydrochloride

ID: ALA4780402

Chembl Id: CHEMBL4780402

PubChem CID: 69669893

Max Phase: Preclinical

Molecular Formula: C16H19ClFNO5S

Molecular Weight: 355.39

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cc(SC[C@@H]2[C@@H](O)[C@H]3[C@H](C(=O)O)[C@H]3[C@]2(N)C(=O)O)ccc1F.Cl

Standard InChI:  InChI=1S/C16H18FNO5S.ClH/c1-6-4-7(2-3-9(6)17)24-5-8-13(19)10-11(14(20)21)12(10)16(8,18)15(22)23;/h2-4,8,10-13,19H,5,18H2,1H3,(H,20,21)(H,22,23);1H/t8-,10+,11+,12+,13-,16+;/m1./s1

Standard InChI Key:  JTKJTEJHFQQLKS-HSACNDHRSA-N

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 355.39

Molecular Weight (Monoisotopic): 355.0890

AlogP: 0.95

#Rotatable Bonds: 5

Polar Surface Area: 120.85

Molecular Species: ZWITTERION

HBA: 5

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 1.85

CX Basic pKa: 9.54

CX LogP: -1.35

CX LogD: -4.52

Aromatic Rings: 1

Heavy Atoms: 24

QED Weighted: 0.58

Np Likeness Score: -0.09

References

1. Chappell MD,Li R,Smith SC,Dressman BA,Tromiczak EG,Tripp AE,Blanco MJ,Vetman T,Quimby SJ,Matt J,Britton TC,Fivush AM,Schkeryantz JM,Mayhugh D,Erickson JA,Bures MG,Jaramillo C,Carpintero M,Diego JE,Barberis M,Garcia-Cerrada S,Soriano JF,Antonysamy S,Atwell S,MacEwan I,Condon B,Sougias C,Wang J,Zhang A,Conners K,Groshong C,Wasserman SR,Koss JW,Witkin JM,Li X,Overshiner C,Wafford KA,Seidel W,Wang XS,Heinz BA,Swanson S,Catlow JT,Bedwell DW,Monn JA,Mitch CH,Ornstein PL.  (2016)  Discovery of (1S,2R,3S,4S,5R,6R)-2-Amino-3-[(3,4-difluorophenyl)sulfanylmethyl]-4-hydroxy-bicyclo[3.1.0]hexane-2,6-dicarboxylic Acid Hydrochloride (LY3020371·HCl): A Potent, Metabotropic Glutamate 2/3 Receptor Antagonist with Antidepressant-Like Activity.,  59  (24.0): [PMID:28002967] [10.1021/acs.jmedchem.6b01119]

Source

Source(1):

• Scientific Literature