ID: ALA3977508

Max Phase: Preclinical

Molecular Formula: C18H17Cl2N3O5S

Molecular Weight: 458.32

Molecule Type: Small molecule

Representations

Canonical SMILES:  N[C@]1(C(=O)O)[C@@H]2[C@@H](C(=O)O)[C@@H]2[C@H](Sc2ncc[nH]2)[C@H]1OCc1ccc(Cl)c(Cl)c1

Standard InChI:  InChI=1S/C18H17Cl2N3O5S/c19-8-2-1-7(5-9(8)20)6-28-14-13(29-17-22-3-4-23-17)10-11(15(24)25)12(10)18(14,21)16(26)27/h1-5,10-14H,6,21H2,(H,22,23)(H,24,25)(H,26,27)/t10-,11-,12-,13-,14+,18+/m0/s1

Standard InChI Key:  AAQAEWBPCIXLCR-WCPNNMOOSA-N

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

Properties

Molecular Weight: 458.32

Molecular Weight (Monoisotopic): 457.0266

AlogP: 2.51

#Rotatable Bonds: 7

Polar Surface Area: 138.53

Molecular Species: ZWITTERION

HBA: 6

HBD: 4

#RO5 Violations: 0

HBA (Lipinski): 8

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 1.65

CX Basic pKa: 9.22

CX LogP: -1.75

CX LogD: -3.28

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.50

Np Likeness Score: -0.16

References

1. Dressman BA, Tromiczak EG, Chappell MD, Tripp AE, Quimby SJ, Vetman T, Fivush AM, Matt J, Jaramillo C, Li R, Khilevich A, Blanco MJ, Smith SC, Carpintero M, de Diego JE, Barberis M, García-Cerrada S, Soriano JF, Schkeryantz JM, Witkin JM, Wafford KA, Seidel W, Britton T, Overshiner CD, Li X, Wang XS, Heinz BA, Catlow JT, Swanson S, Bedwell D, Ornstein PL, Mitch CH..  (2016)  Novel bicyclo[3.1.0]hexane analogs as antagonists of metabotropic glutamate 2/3 receptors for the treatment of depression.,  26  (23): [PMID:27836401] [10.1016/j.bmcl.2016.10.067]

Source

Source(1):

• Scientific Literature