ID: ALA5195100

Max Phase: Preclinical

Molecular Formula: C21H15ClO3S2

Molecular Weight: 414.94

Representations

Canonical SMILES:  O=C1OC(c2ccccc2)(c2cccs2)CC(O)=C1Sc1ccccc1Cl

Standard InChI:  InChI=1S/C21H15ClO3S2/c22-15-9-4-5-10-17(15)27-19-16(23)13-21(25-20(19)24,18-11-6-12-26-18)14-7-2-1-3-8-14/h1-12,23H,13H2

Standard InChI Key:  GOYWYHUHIBRQJS-UHFFFAOYSA-N

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Properties

Molecular Weight: 414.94

Molecular Weight (Monoisotopic): 414.0151

AlogP: 6.15

#Rotatable Bonds: 4

Polar Surface Area: 46.53

Molecular Species: ACID

HBA: 5

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.76

CX Basic pKa:

CX LogP: 5.50

CX LogD: 2.22

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.52

Np Likeness Score: -0.52

References

1. Wei B, Robarge K, Labadie SS, Chen J, Corson LB, DiPasquale A, Dragovich PS, Eigenbrot C, Evangelista M, Fauber BP, Hitz A, Hong R, Lai KW, Liu W, Ma S, Malek S, O'Brien T, Pang J, Peterson D, Salphati L, Sampath D, Sideris S, Ultsch M, Xu Z, Yen I, Yu D, Yue Q, Zhou A, Purkey HE..  (2022)  Structure-based optimization of hydroxylactam as potent, cell-active inhibitors of lactate dehydrogenase.,  59  [PMID:35065235] [10.1016/j.bmcl.2022.128576]

2. Wei B, Robarge K, Labadie SS, Chen J, Corson LB, DiPasquale A, Dragovich PS, Eigenbrot C, Evangelista M, Fauber BP, Hitz A, Hong R, Lai KW, Liu W, Ma S, Malek S, O'Brien T, Pang J, Peterson D, Salphati L, Sampath D, Sideris S, Ultsch M, Xu Z, Yen I, Yu D, Yue Q, Zhou A, Purkey HE..  (2022)  Structure-based optimization of hydroxylactam as potent, cell-active inhibitors of lactate dehydrogenase.,  59  [PMID:35065235] [10.1016/j.bmcl.2022.128576]

Source

Source(1):

• Scientific Literature