1,5-Dimethyl-6H-pyrido[4,3-b]carbazole

ID: ALA306472

Chembl Id: CHEMBL306472

Cas Number: 484-49-1

PubChem CID: 96364

Max Phase: Preclinical

Molecular Formula: C17H14N2

Molecular Weight: 246.31

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1nccc2c(C)c3[nH]c4ccccc4c3cc12

Standard InChI:  InChI=1S/C17H14N2/c1-10-12-7-8-18-11(2)14(12)9-15-13-5-3-4-6-16(13)19-17(10)15/h3-9,19H,1-2H3

Standard InChI Key:  ZIXGXMMUKPLXBB-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA306472

   Olivacine

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: 246.31

Molecular Weight (Monoisotopic): 246.1157

AlogP: 4.49

#Rotatable Bonds: ┄

Polar Surface Area: 28.68

Molecular Species: NEUTRAL

HBA: 1

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.67

CX LogP: 3.51

CX LogD: 3.50

Aromatic Rings: 4

Heavy Atoms: 19

QED Weighted: 0.49

Np Likeness Score: 0.16

References

1. Acton EM, Narayanan VL, Risbood PA, Shoemaker RH, Vistica DT, Boyd MR..  (1994)  Anticancer specificity of some ellipticinium salts against human brain tumors in vitro.,  37  (14): [PMID:8035425] [10.1021/jm00040a010]

2. Ruckdeschel JC, Modi SP, el-Hamouly W, Portuese E, Archer S..  (1992)  N-methylcarbamate derivatives of ellipticine and olivacine with cytotoxic activity against four human lung cancer cell lines.,  35  (26): [PMID:1479585] [10.1021/jm00104a011]

3. Maftouh M, Besselievre R, Monsarrat B, Lesca P, Meunier B, Husson HP, Paoletti C..  (1985)  Synthesis and cytotoxic activity of hydroxylated derivatives of olivacine in relation with their biotransformation.,  28  (6): [PMID:4009591] [10.1021/jm00383a004]

4. Montoia A, Rocha E Silva LF, Torres ZE, Costa DS, Henrique MC, Lima ES, Vasconcellos MC, Souza RC, Costa MR, Grafov A, Grafova I, Eberlin MN, Tadei WP, Amorim RC, Pohlit AM..  (2014)  Antiplasmodial activity of synthetic ellipticine derivatives and an isolated analog.,  24  (12): [PMID:24813729] [10.1016/j.bmcl.2014.04.070]

Source

Source(1):

• Scientific Literature