(2S)-2-[(S)-[(2S,3R,4S,5R)-5-(aminomethyl)-3,4-dihydroxy-tetrahydrofuran-2-yl]oxy-[(2S,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methyl]-N-(4-butylphenyl)-4-methyl-3-oxo-2,7-dihydro-1H-1,4-diazepine-5-carboxamide

ID: ALA4445865

Chembl Id: CHEMBL4445865

PubChem CID: 155518109

Max Phase: Preclinical

Molecular Formula: C31H42N6O11

Molecular Weight: 674.71

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCCc1ccc(NC(=O)C2=CCN[C@@H]([C@H](O[C@@H]3O[C@H](CN)[C@@H](O)[C@H]3O)[C@H]3O[C@@H](n4ccc(=O)[nH]c4=O)[C@H](O)[C@@H]3O)C(=O)N2C)cc1

Standard InChI:  InChI=1S/C31H42N6O11/c1-3-4-5-15-6-8-16(9-7-15)34-27(43)17-10-12-33-20(28(44)36(17)2)25(48-30-24(42)21(39)18(14-32)46-30)26-22(40)23(41)29(47-26)37-13-11-19(38)35-31(37)45/h6-11,13,18,20-26,29-30,33,39-42H,3-5,12,14,32H2,1-2H3,(H,34,43)(H,35,38,45)/t18-,20+,21-,22+,23-,24-,25+,26+,29-,30+/m1/s1

Standard InChI Key:  BDRMYGAIVVGVOW-SETRZRBVSA-N

Alternative Forms

1. Parent:

   

   ALA4445865

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Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 674.71

Molecular Weight (Monoisotopic): 674.2912

AlogP: -2.76

#Rotatable Bonds: 11

Polar Surface Area: 250.93

Molecular Species: BASE

HBA: 14

HBD: 8

#RO5 Violations: 3

HBA (Lipinski): 17

HBD (Lipinski): 9

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 9.70

CX Basic pKa: 8.75

CX LogP: -2.02

CX LogD: -3.19

Aromatic Rings: 2

Heavy Atoms: 48

QED Weighted: 0.12

Np Likeness Score: 0.64

References

1. Patel B, Ryan P, Makwana V, Zunk M, Rudrawar S, Grant G..  (2019)  Caprazamycins: Promising lead structures acting on a novel antibacterial target MraY.,  171  [PMID:30933853] [10.1016/j.ejmech.2019.01.071]

Source

Source(1):

• Scientific Literature