ID: ALA2402943

Max Phase: Preclinical

Molecular Formula: C23H25NO

Molecular Weight: 331.46

Molecule Type: Small molecule

Representations

Canonical SMILES:  CC(C)=CCC[C@]1(C)C=Cc2c(c(C)cc3c2[nH]c2ccccc23)O1

Standard InChI:  InChI=1S/C23H25NO/c1-15(2)8-7-12-23(4)13-11-18-21-19(14-16(3)22(18)25-23)17-9-5-6-10-20(17)24-21/h5-6,8-11,13-14,24H,7,12H2,1-4H3/t23-/m1/s1

Standard InChI Key:  HTNVFUBCWIYPJN-HSZRJFAPSA-N

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

Properties

Molecular Weight: 331.46

Molecular Weight (Monoisotopic): 331.1936

AlogP: 6.54

#Rotatable Bonds: 3

Polar Surface Area: 25.02

Molecular Species: NEUTRAL

HBA: 1

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa:

CX Basic pKa:

CX LogP: 6.24

CX LogD: 6.24

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.54

Np Likeness Score: 2.48

References

1. Samanta SK, Dutta D, Roy S, Bhattacharya K, Sarkar S, Dasgupta AK, Pal BC, Mandal C, Mandal C..  (2013)  Mahanine, a DNA minor groove binding agent exerts cellular cytotoxicity with involvement of C-7-OH and -NH functional groups.,  56  (14): [PMID:23829449] [10.1021/jm400290q]

2. Patel OP, Mishra A, Maurya R, Saini D, Pandey J, Taneja I, Raju KS, Kanojiya S, Shukla SK, Srivastava MN, Wahajuddin M, Tamrakar AK, Srivastava AK, Yadav PP..  (2016)  Naturally Occurring Carbazole Alkaloids from Murraya koenigii as Potential Antidiabetic Agents.,  79  (5): [PMID:27136692] [10.1021/acs.jnatprod.5b00883]

Source

Source(1):

• Scientific Literature