3,8-dimethyl-3-(4-methylpent-3-enyl)-3,11-dihydropyrano[3,2-a]carbazol-9-ol

ID: ALA498436

Chembl Id: CHEMBL498436

Cas Number: 138876-26-3

PubChem CID: 375148

Max Phase: Preclinical

Molecular Formula: C23H25NO2

Molecular Weight: 347.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)=CCCC1(C)C=Cc2c(ccc3c2[nH]c2cc(O)c(C)cc23)O1

Standard InChI:  InChI=1S/C23H25NO2/c1-14(2)6-5-10-23(4)11-9-17-21(26-23)8-7-16-18-12-15(3)20(25)13-19(18)24-22(16)17/h6-9,11-13,24-25H,5,10H2,1-4H3

Standard InChI Key:  WWXYBSVWYPHUPZ-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA498436

   3,8-Dimethyl-3-(4-methylpent-3-en-1-yl)-3,11-dihydropyrano[3,2-a]carbazol-9-ol

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: 347.46

Molecular Weight (Monoisotopic): 347.1885

AlogP: 6.25

#Rotatable Bonds: 3

Polar Surface Area: 45.25

Molecular Species: NEUTRAL

HBA: 2

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.78

CX Basic pKa: ┄

CX LogP: 5.94

CX LogD: 5.94

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.55

Np Likeness Score: 2.66

References

1. Itoigawa M, Kashiwada Y, Ito C, Furukawa H, Tachibana Y, Bastow KF, Lee KH..  (2000)  Antitumor agents. 203. Carbazole alkaloid murrayaquinone A and related synthetic carbazolequinones as cytotoxic agents.,  63  (7): [PMID:10924160] [10.1021/np000020e]

2. PubChem BioAssay data set, 

3. PubChem BioAssay data set, 

Source

Source(2):

• Scientific Literature
• PubChem BioAssays