ID: ALA425153

Max Phase: Preclinical

Molecular Formula: C35H53N9O14

Molecular Weight: 823.86

Molecule Type: Small molecule

Representations

Canonical SMILES:  CC(=O)N(O)CCC[C@H](NC(=O)[C@H](CCCN(O)C(C)=O)NC(=O)[C@@H](N)CCCN(O)C(C)=O)C(=O)N[C@@H](C(=O)NC1C(=O)N(OCC(=O)O)[C@H]1C)c1ccccc1

Standard InChI:  InChI=1S/C35H53N9O14/c1-20-29(35(54)44(20)58-19-28(48)49)39-34(53)30(24-11-6-5-7-12-24)40-33(52)27(15-10-18-43(57)23(4)47)38-32(51)26(14-9-17-42(56)22(3)46)37-31(50)25(36)13-8-16-41(55)21(2)45/h5-7,11-12,20,25-27,29-30,55-57H,8-10,13-19,36H2,1-4H3,(H,37,50)(H,38,51)(H,39,53)(H,40,52)(H,48,49)/t20-,25-,26-,27-,29?,30+/m0/s1

Standard InChI Key:  VQOZTSWEOYDOHX-WQDNNWNPSA-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: 823.86

Molecular Weight (Monoisotopic): 823.3712

AlogP: -2.07

#Rotatable Bonds: 24

Polar Surface Area: 330.88

Molecular Species: ACID

HBA: 14

HBD: 9

#RO5 Violations: 3

HBA (Lipinski): 23

HBD (Lipinski): 10

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.39

CX Basic pKa: 7.58

CX LogP: -6.75

CX LogD: -6.99

Aromatic Rings: 1

Heavy Atoms: 58

QED Weighted: 0.03

Np Likeness Score: 0.11

References

1. Dolence EK, Minnick AA, Lin CE, Miller MJ, Payne SM..  (1991)  Synthesis and siderophore and antibacterial activity of N5-acetyl-N5-hydroxy-L-ornithine-derived siderophore-beta-lactam conjugates: iron-transport-mediated drug delivery.,  34  (3): [PMID:1825850] [10.1021/jm00107a014]

Source

Source(1):

• Scientific Literature