(6R,9S,10S,13S)-13,14-diamino-9-(((4R,5R)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-4-hydroxydihydrofuran-2(3H)-ylidene)methyl)carbamoyl)-2-(3-hydroxybenzyl)-14-(3-hydroxyphenyl)-6,10,11-trimethyl-4,7,12-trioxo-3,5,8,11-tetraazatetradecanoic acid

ID: ALA5285112

Max Phase: Preclinical

Molecular Formula: C36H45N9O12

Molecular Weight: 795.81

Names and Identifiers

Canonical SMILES:  C[C@@H](NC(=O)NC(Cc1cccc(O)c1)C(=O)O)C(=O)N[C@H](C(=O)N/C=C1/C[C@@H](O)[C@H](n2ccc(=O)[nH]c2=O)O1)[C@H](C)N(C)C(=O)[C@@H](N)C(N)c1cccc(O)c1

Standard InChI:  InChI=1S/C36H45N9O12/c1-17(40-35(55)41-24(34(53)54)13-19-6-4-8-21(46)12-19)30(50)43-29(18(2)44(3)32(52)28(38)27(37)20-7-5-9-22(47)14-20)31(51)39-16-23-15-25(48)33(57-23)45-11-10-26(49)42-36(45)56/h4-12,14,16-18,24-25,27-29,33,46-48H,13,15,37-38H2,1-3H3,(H,39,51)(H,43,50)(H,53,54)(H2,40,41,55)(H,42,49,56)/b23-16-/t17-,18+,24?,25-,27?,28+,29+,33-/m1/s1

Standard InChI Key:  NDTQHYYNFPKKCR-ZDULOHSPSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA5285112

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 795.81

Molecular Weight (Monoisotopic): 795.3188

AlogP: -2.07

#Rotatable Bonds: 15

Polar Surface Area: 333.76

Molecular Species: ACID

HBA: 14

HBD: 11

#RO5 Violations: 3

HBA (Lipinski): 21

HBD (Lipinski): 13

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.56

CX Basic pKa: 7.56

CX LogP: -5.09

CX LogD: -5.27

Aromatic Rings: 3

Heavy Atoms: 57

QED Weighted: 0.08

Np Likeness Score: 0.12

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