cis-5-Chloro-2-{5-[1,5-dioxo-6,7,8,9-tetrahydro-5H-3,10-dithia-4,10b-diaza-cyclopenta[a]fluorenylidenemethyl]-furan-2-yl}-benzoic acid

ID: ALA215448

PubChem CID: 5876194

Max Phase: Preclinical

Molecular Formula: C24H15ClN2O5S2

Molecular Weight: 510.98

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(O)c1cc(Cl)ccc1-c1ccc(/C=c2\sc3nc(=O)c4c5c(sc4n3c2=O)CCCC5)o1

Standard InChI:  InChI=1S/C24H15ClN2O5S2/c25-11-5-7-13(15(9-11)23(30)31)16-8-6-12(32-16)10-18-21(29)27-22-19(20(28)26-24(27)34-18)14-3-1-2-4-17(14)33-22/h5-10H,1-4H2,(H,30,31)/b18-10-

Standard InChI Key:  GMZMCGWDPXYCHY-ZDLGFXPLSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA215448

   5-chloro-2-[5-[(Z)-(3,8-dioxo-5,16-dithia-2,7-diazatetracyclo[7.7.0.02,6.010,15]hexadeca-1(9),6,10(15)-trien-4-ylidene)methyl]furan-2-yl]benzoic acid

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: 510.98

Molecular Weight (Monoisotopic): 510.0111

AlogP: 4.37

#Rotatable Bonds: 3

Polar Surface Area: 101.88

Molecular Species: ACID

HBA: 8

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.14

CX Basic pKa: ┄

CX LogP: 5.85

CX LogD: 2.40

Aromatic Rings: 5

Heavy Atoms: 34

QED Weighted: 0.39

Np Likeness Score: -1.65

References

1. Schepetkin IA, Khlebnikov AI, Kirpotina LN, Quinn MT..  (2006)  Novel small-molecule inhibitors of anthrax lethal factor identified by high-throughput screening.,  49  (17): [PMID:16913712] [10.1021/jm0605132]

Source

Source(1):

• Scientific Literature