Muraymycin analogue

ID: ALA114707

PubChem CID: 44341543

Max Phase: Preclinical

Molecular Formula: C40H62N10O14

Molecular Weight: 906.99

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(Cn2c(=O)ccn([C@@H]3OC([C@H](O)[C@H](NCCCNC(=O)[C@@H](CC(C)C)NC(=O)[C@H](CCCN=C(N)N)NC(=O)N[C@H](C(=O)O)C(C)C)C(=O)O)[C@@H](O)[C@H]3O)c2=O)cc1

Standard InChI:  InChI=1S/C40H62N10O14/c1-20(2)18-25(46-34(56)24(8-6-14-45-38(41)42)47-39(61)48-27(21(3)4)36(57)58)33(55)44-16-7-15-43-28(37(59)60)29(52)32-30(53)31(54)35(64-32)49-17-13-26(51)50(40(49)62)19-22-9-11-23(63-5)12-10-22/h9-13,17,20-21,24-25,27-32,35,43,52-54H,6-8,14-16,18-19H2,1-5H3,(H,44,55)(H,46,56)(H,57,58)(H,59,60)(H4,41,42,45)(H2,47,48,61)/t24-,25+,27-,28-,29+,30-,31+,32?,35+/m0/s1

Standard InChI Key:  PESNPTGQCZPTTM-IRVMEPNCSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA114707

   (2S)-2-[[(2S)-1-[[(2R)-1-[3-[[(1S,2R)-1-carboxy-2-[(3S,4R,5R)-3,4-dihydroxy-5-[3-[(4-methoxyphenyl)methyl]-2,4-dioxopyrimidin-1-yl]oxolan-2-yl]-2-hydroxyethyl]amino]propylamino]-4-methyl-1-oxopentan-2-yl]amino]-5-(diaminomethylideneamino)-1-oxopentan-2-yl

Molecule Features

Natural Product: No

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

Calculated Properties

Molecular Weight: 906.99

Molecular Weight (Monoisotopic): 906.4447

AlogP: -3.04

#Rotatable Bonds: 25

Polar Surface Area: 373.51

Molecular Species: ZWITTERION

HBA: 16

HBD: 12

#RO5 Violations: 3

HBA (Lipinski): 24

HBD (Lipinski): 14

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 1.27

CX Basic pKa: 10.83

CX LogP: -6.23

CX LogD: -6.24

Aromatic Rings: 2

Heavy Atoms: 64

QED Weighted: 0.03

Np Likeness Score: 0.18

References

1. Yamashita A, Norton E, Petersen PJ, Rasmussen BA, Singh G, Yang Y, Mansour TS, Ho DM..  (2003)  Muraymycins, novel peptidoglycan biosynthesis inhibitors: synthesis and SAR of their analogues.,  13  (19): [PMID:12951123] [10.1016/s0960-894x(03)00671-1]

Source

Source(1):

• Scientific Literature