1,4,5,6,7,16,17,18,19,19,20,20-dodecachloro-12-sulfohexacyclo[14.2.1.1^{4,7}.0^{2,15}.0^{3,8}.0^{9,14}]icosa-5,9(14),10,12,17-pentaene-11-carboxylic acid

ID: ALA401844

Chembl Id: CHEMBL401844

Cas Number: 1755-58-4

PubChem CID: 430297

Max Phase: Preclinical

Molecular Formula: C21H8Cl12O5S

Molecular Weight: 797.79

Molecule Type: Small molecule

Names and Identifiers

Synonyms: NSC-270718 | NSC-270718|NSC270718|CHEMBL401844|1755-58-4|Probes1_000079|Probes1_000289|Probes2_000235|Probes2_000249|DTXSID80938670|BDBM50198305|1,4,5,6,7,16,17,18,19,19,20,20-dodecachloro-12-sulfohexacyclo[14.2.1.1^{4,7}.0^{2,15}.0^{3,8}.0^{9,14}]icosa-5,9(14),10,12,17-pentaene-11-carboxylic acid|1,2,3,4,5,6,7,8,13,13,14,14-dodecachloro-1,4,4a,4b,5,8,8a,12b-octahydro-11-sulfo-1,4:5,8-dimethanotriphenylene-10-carboxylic acid|1,2,3,4,5,6,7,8,13,13,14,14-Dodecachloro-11-sulfo-1,4,4a,4b,5,8,8a,12b-Show More⌵

Canonical SMILES:  O=C(O)c1cc2c(cc1S(=O)(=O)O)C1C(C3C2C2(Cl)C(Cl)=C(Cl)C3(Cl)C2(Cl)Cl)C2(Cl)C(Cl)=C(Cl)C1(Cl)C2(Cl)Cl

Standard InChI:  InChI=1S/C21H8Cl12O5S/c22-11-13(24)18(28)9-7(16(11,26)20(18,30)31)3-1-5(15(34)35)6(39(36,37)38)2-4(3)8-10(9)19(29)14(25)12(23)17(8,27)21(19,32)33/h1-2,7-10H,(H,34,35)(H,36,37,38)

Standard InChI Key:  QCIIYEDWVXHYTF-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA401844

   1,4,5,6,7,16,17,18,19,19,20,20-Dodecachloro-12-sulfohexacyclo[14.2.1.1^{4,7}.0^{2,15}.0^{3,8}.0^{9,14}]icosa-5,9(14),10,12,17-pentaene-11-carboxylic 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: 797.79

Molecular Weight (Monoisotopic): 791.6355

AlogP: 8.74

#Rotatable Bonds: 2

Polar Surface Area: 91.67

Molecular Species: ACID

HBA: 3

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: -3.18

CX Basic pKa: ┄

CX LogP: 7.78

CX LogD: 1.95

Aromatic Rings: 1

Heavy Atoms: 39

QED Weighted: 0.23

Np Likeness Score: 0.17

References

1. Liu F, You QD, Chen YD..  (2007)  Pharmacophore identification of KSP inhibitors.,  17  (3): [PMID:17095225] [10.1016/j.bmcl.2006.10.083]

2. Schlicker C, Rauch A, Hess KC, Kachholz B, Levin LR, Buck J, Steegborn C..  (2008)  Structure-based development of novel adenylyl cyclase inhibitors.,  51  (15): [PMID:18630896] [10.1021/jm800481q]

3. Turk S, Kovac A, Boniface A, Bostock JM, Chopra I, Blanot D, Gobec S..  (2009)  Discovery of new inhibitors of the bacterial peptidoglycan biosynthesis enzymes MurD and MurF by structure-based virtual screening.,  17  (5): [PMID:19223185] [10.1016/j.bmc.2009.01.052]

4. PubChem BioAssay data set, 

Source

Source(2):

• Scientific Literature
• PubChem BioAssays