ID: ALA612145

Max Phase: Preclinical

Molecular Formula: C20H25N5O10

Molecular Weight: 495.45

Molecule Type: Small molecule

Representations

Synonyms (1): Nikkomycin X
Synonyms from Alternative Forms(1):

Canonical SMILES:  C[C@@H]([C@H](N)C(=O)N[C@H](C(=O)O)[C@H]1OC(n2cc(C=O)nc2O)[C@H](O)[C@@H]1O)[C@H](O)c1ccc(O)cn1

Standard InChI:  InChI=1S/C20H25N5O10/c1-7(13(28)10-3-2-9(27)4-22-10)11(21)17(31)24-12(19(32)33)16-14(29)15(30)18(35-16)25-5-8(6-26)23-20(25)34/h2-7,11-16,18,27-30H,21H2,1H3,(H,23,34)(H,24,31)(H,32,33)/t7-,11-,12-,13-,14-,15+,16+,18?/m0/s1

Standard InChI Key:  AYXHZRVSIUJLAE-MNZXXUIQSA-N

Molecule Features

Natural Product: Yes

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: 495.45

Molecular Weight (Monoisotopic): 495.1601

AlogP: -2.61

#Rotatable Bonds: 9

Polar Surface Area: 250.58

Molecular Species: ACID

HBA: 13

HBD: 8

#RO5 Violations: 2

HBA (Lipinski): 15

HBD (Lipinski): 9

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 2.80

CX Basic pKa: 7.77

CX LogP: -4.17

CX LogD: -4.31

Aromatic Rings: 2

Heavy Atoms: 35

QED Weighted: 0.17

Np Likeness Score: 1.05

References

1. Serpi M, Ferrari V, Pertusati F..  (2016)  Nucleoside Derived Antibiotics to Fight Microbial Drug Resistance: New Utilities for an Established Class of Drugs?,  59  (23): [PMID:27607900] [10.1021/acs.jmedchem.6b00325]

Source

Source(1):

• Scientific Literature