Imaqobactin

ID: ALA4293530

Chembl Id: CHEMBL4293530

PubChem CID: 145988578

Max Phase: Preclinical

Molecular Formula: C41H71N7O17

Molecular Weight: 934.05

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCCCCCCC(=O)NC(CCCN(O)C=O)C(O)C(C)C(=O)N[C@@H](CO)C(=O)N[C@@H]1CCCN(O)C(=O)CC(C)OC(=O)[C@H]([C@@H](O)C(=O)O)NC(=O)[C@H]([C@@H](C)O)NC1=O

Standard InChI:  InChI=1S/C41H71N7O17/c1-5-6-7-8-9-10-11-12-13-18-30(52)42-27(16-14-19-47(63)23-50)34(54)25(3)36(56)44-29(22-49)38(58)43-28-17-15-20-48(64)31(53)21-24(2)65-41(62)33(35(55)40(60)61)46-39(59)32(26(4)51)45-37(28)57/h23-29,32-35,49,51,54-55,63-64H,5-22H2,1-4H3,(H,42,52)(H,43,58)(H,44,56)(H,45,57)(H,46,59)(H,60,61)/t24?,25?,26-,27?,28-,29+,32+,33+,34?,35-/m1/s1

Standard InChI Key:  WZPRZQBNZCRJBK-MHEREKEHSA-N

Alternative Forms

1. Parent:

   

   ALA4293530

   ---

Molecule Features

Natural Product: Yes

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: 934.05

Molecular Weight (Monoisotopic): 933.4906

AlogP: -1.89

#Rotatable Bonds: 26

Polar Surface Area: 371.10

Molecular Species: ACID

HBA: 16

HBD: 12

#RO5 Violations: 3

HBA (Lipinski): 24

HBD (Lipinski): 12

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.28

CX Basic pKa: ┄

CX LogP: -2.31

CX LogD: -5.82

Aromatic Rings: ┄

Heavy Atoms: 65

QED Weighted: 0.01

Np Likeness Score: 0.83

References

1. Robertson AW, McCarville NG, MacIntyre LW, Correa H, Haltli B, Marchbank DH, Kerr RG..  (2018)  Isolation of Imaqobactin, an Amphiphilic Siderophore from the Arctic Marine Bacterium Variovorax Species RKJM285.,  81  (4): [PMID:29616814] [10.1021/acs.jnatprod.7b00943]

Source

Source(1):

• Scientific Literature