(2S)-2-[[(1R)-2-[[(1S,2S)-2-[[(2S)-2,3-diaminopropanoyl]-methyl-amino]-1-[[(Z)-[(4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-4-hydroxy-tetrahydrofuran-2-ylidene]methyl]carbamoyl]propyl]amino]-1-methyl-2-oxo-ethyl]carbamoylamino]-3-(1H-indol-3-yl)propanoic acid

ID: ALA5272467

Max Phase: Preclinical

Molecular Formula: C32H42N10O10

Molecular Weight: 726.75

Names and Identifiers

Canonical SMILES:  C[C@@H](NC(=O)N[C@@H](Cc1c[nH]c2ccccc12)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)CN

Standard InChI:  InChI=1S/C32H42N10O10/c1-15(37-31(50)38-22(30(48)49)10-17-13-35-21-7-5-4-6-19(17)21)26(45)40-25(16(2)41(3)28(47)20(34)12-33)27(46)36-14-18-11-23(43)29(52-18)42-9-8-24(44)39-32(42)51/h4-9,13-16,20,22-23,25,29,35,43H,10-12,33-34H2,1-3H3,(H,36,46)(H,40,45)(H,48,49)(H2,37,38,50)(H,39,44,51)/b18-14-/t15-,16+,20+,22+,23-,25+,29-/m1/s1

Standard InChI Key:  OJHKMZCFWQGFRP-QIUGDOEESA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA5272467

   ---

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: 726.75

Molecular Weight (Monoisotopic): 726.3085

AlogP: -2.74

#Rotatable Bonds: 14

Polar Surface Area: 309.09

Molecular Species: ACID

HBA: 12

HBD: 10

#RO5 Violations: 3

HBA (Lipinski): 20

HBD (Lipinski): 12

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.88

CX Basic pKa: 8.29

CX LogP: -6.16

CX LogD: -6.18

Aromatic Rings: 3

Heavy Atoms: 52

QED Weighted: 0.08

Np Likeness Score: 0.04

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