Kibdelomycin

ID: ALA2205318

Chembl Id: CHEMBL2205318

PubChem CID: 71463014

Max Phase: Preclinical

Molecular Formula: C44H60Cl2N4O14

Molecular Weight: 939.88

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Kibdelomycin | Kibdelomycin|CHEMBL2205318|BDBM50406470

Canonical SMILES:  C=C1CC[C@@H](O[C@H]2C[C@@](O)([C@H](C)NC(=O)c3[nH]c(C)c(Cl)c3Cl)[C@H](O)[C@@H](C)O2)[C@@H]2C=C[C@H](C)C(/C(O)=C3\C(=O)[C@H](C(C)C)N([C@H]4O[C@H](C)[C@H](OC(N)=O)[C@H](OC(C)=O)[C@@H]4OC)C3=O)[C@@H]12

Standard InChI:  InChI=1S/C44H60Cl2N4O14/c1-16(2)33-35(53)29(41(56)50(33)42-38(59-10)37(62-23(9)51)36(20(6)61-42)64-43(47)57)34(52)28-18(4)11-13-24-25(14-12-17(3)27(24)28)63-26-15-44(58,39(54)21(7)60-26)22(8)49-40(55)32-31(46)30(45)19(5)48-32/h11,13,16,18,20-22,24-28,33,36-39,42,48,52,54,58H,3,12,14-15H2,1-2,4-10H3,(H2,47,57)(H,49,55)/b34-29-/t18-,20+,21+,22-,24-,25+,26-,27-,28?,33-,36-,37-,38-,39+,42-,44+/m0/s1

Standard InChI Key:  IKNUYGJLHHAVHT-VFBNHSMVSA-N

Alternative Forms

1. Parent:

   

   ALA2205318

   KIBDELOMYCIN

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: 939.88

Molecular Weight (Monoisotopic): 938.3483

AlogP: 4.17

#Rotatable Bonds: 11

Polar Surface Area: 258.50

Molecular Species: ACID

HBA: 14

HBD: 6

#RO5 Violations: 3

HBA (Lipinski): 18

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 4.33

CX Basic pKa: ┄

CX LogP: 3.67

CX LogD: 0.73

Aromatic Rings: 1

Heavy Atoms: 64

QED Weighted: 0.06

Np Likeness Score: 1.32

References

1. Singh SB, Goetz MA, Smith SK, Zink DL, Polishook J, Onishi R, Salowe S, Wiltsie J, Allocco J, Sigmund J, Dorso K, de la Cruz M, Martín J, Vicente F, Genilloud O, Donald RG, Phillips JW..  (2012)  Kibdelomycin A, a congener of kibdelomycin, derivatives and their antibacterial activities.,  22  (23): [PMID:23084277] [10.1016/j.bmcl.2012.09.071]

2. Brown DG, Lister T, May-Dracka TL..  (2014)  New natural products as new leads for antibacterial drug discovery.,  24  (2): [PMID:24388805] [10.1016/j.bmcl.2013.12.059]

3. Badshah SL, Ullah A..  (2018)  New developments in non-quinolone-based antibiotics for the inhibiton of bacterial gyrase and topoisomerase IV.,  152  [PMID:29751233] [10.1016/j.ejmech.2018.04.059]

Source

Source(1):

• Scientific Literature