ID: ALA4299215

Max Phase: Preclinical

Molecular Formula: C27H44N10O4S2

Molecular Weight: 535.66

Molecule Type: Small molecule

Representations

Canonical SMILES:  CCN(CC)CC.Nc1ncnc2c1ncn2[C@H]1C=C[C@@H](CNS(=O)(=O)NC(=O)CCCC[C@@H]2SC[C@@H]3NC(=O)N[C@@H]32)C1

Standard InChI:  InChI=1S/C21H29N9O4S2.C6H15N/c22-19-18-20(24-10-23-19)30(11-25-18)13-6-5-12(7-13)8-26-36(33,34)29-16(31)4-2-1-3-15-17-14(9-35-15)27-21(32)28-17;1-4-7(5-2)6-3/h5-6,10-15,17,26H,1-4,7-9H2,(H,29,31)(H2,22,23,24)(H2,27,28,32);4-6H2,1-3H3/t12-,13+,14+,15+,17+;/m1./s1

Standard InChI Key:  IDDXQXSTXYOVOT-LIQRJVTDSA-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: 535.66

Molecular Weight (Monoisotopic): 535.1784

AlogP: 0.20

#Rotatable Bonds: 10

Polar Surface Area: 186.02

Molecular Species: ACID

HBA: 10

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 13

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 4.10

CX Basic pKa: 5.14

CX LogP: -1.51

CX LogD: -1.89

Aromatic Rings: 2

Heavy Atoms: 36

QED Weighted: 0.16

Np Likeness Score: -0.15

References

1. Bockman MR, Kalinda AS, Petrelli R, De la Mora-Rey T, Tiwari D, Liu F, Dawadi S, Nandakumar M, Rhee KY, Schnappinger D, Finzel BC, Aldrich CC..  (2015)  Targeting Mycobacterium tuberculosis Biotin Protein Ligase (MtBPL) with Nucleoside-Based Bisubstrate Adenylation Inhibitors.,  58  (18): [PMID:26299766] [10.1021/acs.jmedchem.5b00719]

Source

Source(1):

• Scientific Literature