ID: ALA4299217

Max Phase: Preclinical

Molecular Formula: C26H42FN9O7S2

Molecular Weight: 574.62

Molecule Type: Small molecule

Representations

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

Standard InChI:  InChI=1S/C20H27FN8O7S2.C6H15N/c21-13-16(31)10(36-19(13)29-8-25-15-17(22)23-7-24-18(15)29)5-35-38(33,34)28-12(30)4-2-1-3-11-14-9(6-37-11)26-20(32)27-14;1-4-7(5-2)6-3/h7-11,13-14,16,19,31H,1-6H2,(H,28,30)(H2,22,23,24)(H2,26,27,32);4-6H2,1-3H3/t9-,10+,11-,13-,14-,16+,19+;/m0./s1

Standard InChI Key:  IWCLDGVWUQUCIU-GEJZKSIJSA-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: 574.62

Molecular Weight (Monoisotopic): 574.1428

AlogP: -0.89

#Rotatable Bonds: 10

Polar Surface Area: 212.68

Molecular Species: ACID

HBA: 13

HBD: 5

#RO5 Violations: 2

HBA (Lipinski): 15

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.05

CX Basic pKa: 4.92

CX LogP: -2.37

CX LogD: -2.13

Aromatic Rings: 2

Heavy Atoms: 38

QED Weighted: 0.17

Np Likeness Score: 0.14

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