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

ID: ALA4514610

Chembl Id: CHEMBL4514610

PubChem CID: 72701160

Max Phase: Preclinical

Molecular Formula: C21H33N7O9

Molecular Weight: 527.54

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  NCCCCCn1cc([C@H](O[C@@H]2O[C@H](CN)[C@@H](O)[C@H]2O)[C@H]2O[C@@H](n3ccc(=O)[nH]c3=O)[C@H](O)[C@@H]2O)nn1

Standard InChI:  InChI=1S/C21H33N7O9/c22-5-2-1-3-6-27-9-10(25-26-27)17(37-20-16(33)13(30)11(8-23)35-20)18-14(31)15(32)19(36-18)28-7-4-12(29)24-21(28)34/h4,7,9,11,13-20,30-33H,1-3,5-6,8,22-23H2,(H,24,29,34)/t11-,13-,14+,15-,16-,17+,18+,19-,20+/m1/s1

Standard InChI Key:  PYVMHETYJMNYNX-KXABZEQHSA-N

Alternative Forms

1. Parent:

   

   ALA4514610

   1-[(2R,3R,4S,5S)-5-[(S)-[(2S,3R,4S,5R)-5-(aminomethyl)-3,4-dihydroxyoxolan-2-yl]oxy-[1-(5-aminopentyl)triazol-4-yl]methyl]-3,4-dihydroxyoxolan-2-yl]pyrimidine-2,4-dione

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: 527.54

Molecular Weight (Monoisotopic): 527.2340

AlogP: -3.96

#Rotatable Bonds: 11

Polar Surface Area: 246.22

Molecular Species: BASE

HBA: 15

HBD: 7

#RO5 Violations: 3

HBA (Lipinski): 16

HBD (Lipinski): 9

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 9.58

CX Basic pKa: 10.33

CX LogP: -4.27

CX LogD: -7.37

Aromatic Rings: 2

Heavy Atoms: 37

QED Weighted: 0.14

Np Likeness Score: 0.70

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