ID: ALA1784532

Max Phase: Preclinical

Molecular Formula: C46H67N7O13

Molecular Weight: 926.08

Molecule Type: Small molecule

Representations

Synonyms (1): Arylomycin B-C16
Synonyms from Alternative Forms(1):

Canonical SMILES:  CCCCCCCCCCCCCCCC(=O)N(C)[C@H](CO)C(=O)N[C@H](C)C(=O)NCC(=O)N(C)[C@@H]1C(=O)N[C@@H](C)C(=O)N[C@H](C(=O)O)Cc2cc(c(O)c([N+](=O)[O-])c2)-c2cc1ccc2O

Standard InChI:  InChI=1S/C46H67N7O13/c1-6-7-8-9-10-11-12-13-14-15-16-17-18-19-38(56)51(4)36(27-54)44(61)48-28(2)42(59)47-26-39(57)52(5)40-31-20-21-37(55)32(25-31)33-22-30(24-35(41(33)58)53(65)66)23-34(46(63)64)50-43(60)29(3)49-45(40)62/h20-22,24-25,28-29,34,36,40,54-55,58H,6-19,23,26-27H2,1-5H3,(H,47,59)(H,48,61)(H,49,62)(H,50,60)(H,63,64)/t28-,29+,34+,36-,40+/m1/s1

Standard InChI Key:  HHIDVQDFBNNEET-WCWBUJDUSA-N

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

Properties

Molecular Weight: 926.08

Molecular Weight (Monoisotopic): 925.4797

AlogP: 3.72

#Rotatable Bonds: 24

Polar Surface Area: 298.15

Molecular Species: ACID

HBA: 12

HBD: 8

#RO5 Violations: 3

HBA (Lipinski): 20

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.16

CX Basic pKa:

CX LogP: 3.90

CX LogD: -0.56

Aromatic Rings: 2

Heavy Atoms: 66

QED Weighted: 0.04

Np Likeness Score: 0.39

References

1. Roberts TC, Smith PA, Romesberg FE..  (2011)  Synthesis and biological characterization of arylomycin B antibiotics.,  74  (5): [PMID:21545107] [10.1021/np200163g]

2. Tan YX, Romesberg FE.  (2012)  Latent antibiotics and the potential of the arylomycins for broad-spectrum antibacterial activity,  3  (8): [10.1039/C2MD20043K]

Source

Source(1):

• Scientific Literature