1-((2R,3R,4S,5S)-5-((S)-((2S,3R,4S,5R)-5-(aminomethyl)-3,4-dihydroxytetrahydrofuran-2-yloxy)(1-(2-(4-(5-aminopyridin-2-yl)piperazin-1-yl)ethyl)-1H-1,2,3-triazol-4-yl)methyl)-3,4-dihydroxytetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione

ID: ALA4548866

Chembl Id: CHEMBL4548866

PubChem CID: 155549286

Max Phase: Preclinical

Molecular Formula: C27H38N10O9

Molecular Weight: 646.66

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  NC[C@H]1O[C@@H](O[C@@H](c2cn(CCN3CCN(c4ccc(N)cn4)CC3)nn2)[C@H]2O[C@@H](n3ccc(=O)[nH]c3=O)[C@H](O)[C@@H]2O)[C@H](O)[C@@H]1O

Standard InChI:  InChI=1S/C27H38N10O9/c28-11-16-19(39)22(42)26(44-16)46-23(24-20(40)21(41)25(45-24)37-4-3-18(38)31-27(37)43)15-13-36(33-32-15)10-7-34-5-8-35(9-6-34)17-2-1-14(29)12-30-17/h1-4,12-13,16,19-26,39-42H,5-11,28-29H2,(H,31,38,43)/t16-,19-,20+,21-,22-,23+,24+,25-,26+/m1/s1

Standard InChI Key:  LSYOHHQRQICVTI-JHPXLVTKSA-N

Alternative Forms

1. Parent:

   

   ALA4548866

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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: 646.66

Molecular Weight (Monoisotopic): 646.2823

AlogP: -4.29

#Rotatable Bonds: 10

Polar Surface Area: 265.59

Molecular Species: BASE

HBA: 18

HBD: 7

#RO5 Violations: 3

HBA (Lipinski): 19

HBD (Lipinski): 9

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 9.70

CX Basic pKa: 8.75

CX LogP: -3.59

CX LogD: -4.97

Aromatic Rings: 3

Heavy Atoms: 46

QED Weighted: 0.11

Np Likeness Score: -0.13

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