ID: ALA4299214

Max Phase: Preclinical

Molecular Formula: C26H43FN10O6S2

Molecular Weight: 573.63

Molecule Type: Small molecule

Representations

Canonical SMILES:  CCN(CC)CC.Nc1ncnc2c1ncn2[C@@H]1O[C@H](CNS(=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/C20H28FN9O6S2.C6H15N/c21-13-16(32)10(36-19(13)30-8-25-15-17(22)23-7-24-18(15)30)5-26-38(34,35)29-12(31)4-2-1-3-11-14-9(6-37-11)27-20(33)28-14;1-4-7(5-2)6-3/h7-11,13-14,16,19,26,32H,1-6H2,(H,29,31)(H2,22,23,24)(H2,27,28,33);4-6H2,1-3H3/t9-,10+,11-,13+,14-,16+,19+;/m0./s1

Standard InChI Key:  FJXXGGPLMBUOLE-XCWKCCEMSA-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: 573.63

Molecular Weight (Monoisotopic): 573.1588

AlogP: -1.32

#Rotatable Bonds: 10

Polar Surface Area: 215.48

Molecular Species: ACID

HBA: 12

HBD: 6

#RO5 Violations: 3

HBA (Lipinski): 15

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 4.14

CX Basic pKa: 4.98

CX LogP: -2.39

CX LogD: -2.86

Aromatic Rings: 2

Heavy Atoms: 38

QED Weighted: 0.14

Np Likeness Score: -0.09

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