(6R,7S)-3-chloro-7-(4-((4-(2,3-dihydroxybenzamido)butyl)(3-(2,3-dihydroxybenzamido)propyl)amino)-4-oxobutanamido)-8-oxo-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

ID: ALA4452809

Chembl Id: CHEMBL4452809

Cas Number: 134782-23-3

PubChem CID: 3083214

Max Phase: Preclinical

Molecular Formula: C33H38ClN5O11

Molecular Weight: 716.14

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(CCC(=O)N(CCCCNC(=O)c1cccc(O)c1O)CCCNC(=O)c1cccc(O)c1O)N[C@@H]1C(=O)N2C(C(=O)O)=C(Cl)CC[C@H]12

Standard InChI:  InChI=1S/C33H38ClN5O11/c34-20-10-11-21-26(32(48)39(21)27(20)33(49)50)37-24(42)12-13-25(43)38(17-5-15-36-31(47)19-7-4-9-23(41)29(19)45)16-2-1-14-35-30(46)18-6-3-8-22(40)28(18)44/h3-4,6-9,21,26,40-41,44-45H,1-2,5,10-17H2,(H,35,46)(H,36,47)(H,37,42)(H,49,50)/t21-,26+/m1/s1

Standard InChI Key:  JPWNHFIUVFVMIF-RLWLMLJZSA-N

Alternative Forms

1. Parent:

   

   ALA4452809

   (6R,7S)-3-chloro-7-[[4-[4-[(2,3-dihydroxybenzoyl)amino]butyl-[3-[(2,3-dihydroxybenzoyl)amino]propyl]amino]-4-oxobutanoyl]amino]-8-oxo-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 716.14

Molecular Weight (Monoisotopic): 715.2256

AlogP: 1.47

#Rotatable Bonds: 16

Polar Surface Area: 246.14

Molecular Species: ACID

HBA: 10

HBD: 8

#RO5 Violations: 2

HBA (Lipinski): 16

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.29

CX Basic pKa:

CX LogP: 0.79

CX LogD: -2.73

Aromatic Rings: 2

Heavy Atoms: 50

QED Weighted: 0.07

Np Likeness Score: -0.37

References

1. Kong H, Cheng W, Wei H, Yuan Y, Yang Z, Zhang X..  (2019)  An overview of recent progress in siderophore-antibiotic conjugates.,  182  [PMID:31434038] [10.1016/j.ejmech.2019.111615]

Source

Source(1):

• Scientific Literature