ID: ALA3986549

Max Phase: Preclinical

Molecular Formula: C27H23N3O3S2

Molecular Weight: 501.63

Molecule Type: Small molecule

Representations

Canonical SMILES:  CN(C)c1ccc(/C=C2\SC(=S)N([C@@H](Cc3c[nH]c4ccccc34)C(=O)O)C2=O)c2ccccc12

Standard InChI:  InChI=1S/C27H23N3O3S2/c1-29(2)22-12-11-16(18-7-3-4-9-20(18)22)14-24-25(31)30(27(34)35-24)23(26(32)33)13-17-15-28-21-10-6-5-8-19(17)21/h3-12,14-15,23,28H,13H2,1-2H3,(H,32,33)/b24-14-/t23-/m0/s1

Standard InChI Key:  XIPFWIWUEOCTTO-UGZUYNBGSA-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: 501.63

Molecular Weight (Monoisotopic): 501.1181

AlogP: 5.28

#Rotatable Bonds: 6

Polar Surface Area: 76.64

Molecular Species: ACID

HBA: 5

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.89

CX Basic pKa: 4.88

CX LogP: 4.66

CX LogD: 2.68

Aromatic Rings: 4

Heavy Atoms: 35

QED Weighted: 0.28

Np Likeness Score: -1.00

References

1. Slepikas L, Chiriano G, Perozzo R, Tardy S, Kranjc A, Patthey-Vuadens O, Ouertatani-Sakouhi H, Kicka S, Harrison CF, Scrignari T, Perron K, Hilbi H, Soldati T, Cosson P, Tarasevicius E, Scapozza L..  (2016)  In Silico Driven Design and Synthesis of Rhodanine Derivatives as Novel Antibacterials Targeting the Enoyl Reductase InhA.,  59  (24): [PMID:26730986] [10.1021/acs.jmedchem.5b01620]

Source

Source(1):

• Scientific Literature