13-Amino-12-methyl-12H-5,12-diazabenzo[4,5]cyclohepta[1,2-b]naphthalene-6,11-dione

ID: ALA558461

PubChem CID: 45272779

Max Phase: Preclinical

Molecular Formula: C18H13N3O2

Molecular Weight: 303.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cn1c(N)c2ccccc2nc2c(=O)c3ccccc3c(=O)c1=2

Standard InChI:  InChI=1S/C18H13N3O2/c1-21-15-14(20-13-9-5-4-8-12(13)18(21)19)16(22)10-6-2-3-7-11(10)17(15)23/h2-9H,19H2,1H3

Standard InChI Key:  HMWJSZLLGGZKNO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 23 26  0  0  0  0  0  0  0  0999 V2000
    6.1889   -2.1255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3148   -2.9409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6716   -3.4575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4198   -1.8269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7767   -2.3435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9025   -3.1589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2594   -3.6756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0076   -2.0449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4903   -3.3769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3645   -2.5616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6485   -2.1516    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9314   -3.9837    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1084   -3.9249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8816   -2.4558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6413   -3.2450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8376   -3.4314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2743   -2.8286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5147   -2.0394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3183   -1.8530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6985   -4.6409    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8818   -1.2295    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3852   -4.4909    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2355   -4.7506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 10 11  1  0
  9 12  1  0
 11 14  2  0
  2  3  1  0
 12 13  1  0
 13 15  2  0
  3  6  2  0
  1  2  2  0
 14 15  1  0
  5  8  1  0
 15 16  1  0
  6  7  1  0
 16 17  2  0
  7  9  1  0
 17 18  1  0
 10  8  1  0
 18 19  2  0
 19 14  1  0
  5  4  2  0
 13 20  1  0
  4  1  1  0
  8 21  2  0
  9 10  2  0
  7 22  2  0
  5  6  1  0
 12 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA558461

   13-Amino-12-methyl-naphtho[2,3-b][1,4]benzodiazepine-6,11-dione

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: 303.32

Molecular Weight (Monoisotopic): 303.1008

AlogP: 1.75

#Rotatable Bonds: ┄

Polar Surface Area: 77.98

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 0.24

CX LogP: 1.79

CX LogD: 1.79

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.54

Np Likeness Score: -0.37

References

1. Tandon VK, Maurya HK, Mishra NN, Shukla PK..  (2009)  Design, synthesis and biological evaluation of novel nitrogen and sulfur containing hetero-1,4-naphthoquinones as potent antifungal and antibacterial agents.,  44  (8): [PMID:19349095] [10.1016/j.ejmech.2009.03.006]

Source

Source(1):

• Scientific Literature