7-Phenyl-3b,6,6a,7,8a,9,10,11,12,12a-decahydro-8H-7a-aza-benzo[de]cyclopenta[b]anthracene-2-carboxylic acid

ID: ALA4476158

PubChem CID: 2854065

Max Phase: Preclinical

Molecular Formula: C26H27NO2

Molecular Weight: 385.51

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(O)c1cc2c3c(c1)C1CCCCC1CN3C(c1ccccc1)C1CC=CC21

Standard InChI:  InChI=1S/C26H27NO2/c28-26(29)18-13-22-19-10-5-4-9-17(19)15-27-24(16-7-2-1-3-8-16)21-12-6-11-20(21)23(14-18)25(22)27/h1-3,6-8,11,13-14,17,19-21,24H,4-5,9-10,12,15H2,(H,28,29)

Standard InChI Key:  LGARIUWONWUFPT-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 29 34  0  0  0  0  0  0  0  0999 V2000
   13.7287   -6.1046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8460   -7.4741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7523   -7.3033    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.2050   -7.4071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7103   -5.3001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9844   -5.4510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9212   -6.8737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3910   -7.3701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8183   -4.5662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4559   -5.9539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1915   -6.6112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1662   -5.4157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1720   -4.0533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5304   -5.3351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2740   -5.9930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4666   -6.7535    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.0119   -6.6469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1018   -6.8349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8143   -5.8835    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.3676   -6.1826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6466   -6.7189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9084   -6.0659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4889   -4.5096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4106   -8.1625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5885   -8.1315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1530   -8.8241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5349   -9.5520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3570   -9.5831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7972   -8.8861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 18  2  0
 22  1  1  0
 25  4  1  0
 24  2  1  0
 20  6  1  0
  4 21  2  0
 11  3  1  0
 11 19  2  0
 21 16  1  0
  5 15  1  0
  8  4  1  0
 17  8  2  0
  5 14  1  0
 17 11  1  0
 13 23  2  0
 14  9  1  0
  7 20  2  0
  2 16  1  0
 16 22  1  0
  6 12  2  0
 12  1  1  0
 18  7  1  0
 22 14  1  0
 21 15  1  0
 15 10  2  0
 10 17  1  0
  9 13  1  0
 23  5  1  0
 24 25  1  0
 24 29  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4476158

   7-phenyl-3b,6,6a,7,9a,10,11,12,13,13a-decahydro-9H-cyclopenta[4,5]pyrido[3,2,1-de]phenanthridine-2-carboxylic acid

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: 385.51

Molecular Weight (Monoisotopic): 385.2042

AlogP: 5.89

#Rotatable Bonds: 2

Polar Surface Area: 40.54

Molecular Species: ACID

HBA: 2

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 4.65

CX Basic pKa: 1.55

CX LogP: 5.84

CX LogD: 3.16

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.66

Np Likeness Score: 0.37

References

1.  (2016)  Sos1 inhibitors for cancer treatment, 

2. Dechering K; Duffey M.  (2022)  Replenishing the malaria drug discovery pipeline: Screening and hit evaluation of the MMV Hit Generation Library 1 (HGL1) against asexual blood stage Plasmodium falciparum ,using a nano luciferase reporter read-out,  [10.6019/CHEMBL4888484]

Source

Source(2):

• Patent Bioactivity Data
• MMV Malaria HGL