Veranamine

ID: ALA4642292

PubChem CID: 25235287

Max Phase: Preclinical

Molecular Formula: C15H15BrN2

Molecular Weight: 303.20

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1nccc2c1C(C)(C)Nc1cc(Br)ccc1-2

Standard InChI:  InChI=1S/C15H15BrN2/c1-9-14-12(6-7-17-9)11-5-4-10(16)8-13(11)18-15(14,2)3/h4-8,18H,1-3H3

Standard InChI Key:  YBGLIPYAJPOYAD-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 18 20  0  0  0  0  0  0  0  0999 V2000
   10.6592  -11.6373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3672  -11.2300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0755  -11.6367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0755  -12.4562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3698  -12.8627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6592  -12.4573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9512  -12.8691    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   12.7836  -12.8638    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.4917  -12.4562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4917  -11.6368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7836  -11.2291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7844  -10.4091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4925  -10.0010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2009  -10.4076    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.2039  -11.2263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9120  -11.6340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9046  -13.1662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3112  -12.4562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  3  2  0
  5  4  1  0
  6  5  2  0
  1  6  1  0
  6  7  1  0
  4  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
  3 11  1  0
 11 12  1  0
 13 12  2  0
 14 13  1  0
 15 14  2  0
 10 15  1  0
 15 16  1  0
  9 17  1  0
  9 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4642292

   8-bromo-4,5,5-trimethyl-6H-benzo[c][2,7]naphthyridine

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 303.20

Molecular Weight (Monoisotopic): 302.0419

AlogP: 4.48

#Rotatable Bonds: ┄

Polar Surface Area: 24.92

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.55

CX LogP: 3.22

CX LogD: 3.22

Aromatic Rings: 2

Heavy Atoms: 18

QED Weighted: 0.78

Np Likeness Score: 0.17

References

1. Kochanowska-Karamyan AJ, Araujo HC, Zhang X, El-Alfy A, Carvalho P, Avery MA, Holmbo SD, Magolan J, Hamann MT..  (2020)  Isolation and Synthesis of Veranamine, an Antidepressant Lead from the Marine Sponge Verongula rigida.,  83  (4): [PMID:32227883] [10.1021/acs.jnatprod.9b01107]

Source

Source(1):

• Scientific Literature