6-bromo-1-(1H-pyrrol-1-yl)-2,3,4,9-tetrahydro-1H-carbazole

ID: ALA5279134

Max Phase: Preclinical

Molecular Formula: C16H15BrN2

Molecular Weight: 315.21

Names and Identifiers

Canonical SMILES:  Brc1ccc2[nH]c3c(c2c1)CCCC3n1cccc1

Standard InChI:  InChI=1S/C16H15BrN2/c17-11-6-7-14-13(10-11)12-4-3-5-15(16(12)18-14)19-8-1-2-9-19/h1-2,6-10,15,18H,3-5H2

Standard InChI Key:  DSXSCWMFRNQSCG-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 19 22  0  0  0  0  0  0  0  0999 V2000
   -2.1033    0.6253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3887    1.0376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6768    0.6257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6768   -0.1994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3869   -0.6111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1033   -0.2031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1079   -0.4543    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1079    0.8807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5929    0.2130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4436    1.6345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2643    1.7207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7492    1.0530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4136    0.2992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8261   -0.4153    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6464   -0.5014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8179   -1.3083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1036   -1.7207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4907   -1.1688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8179    1.0379    0.0000 Br  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
  1  6  1  0
  6  5  2  0
  4  7  1  0
  3  8  1  0
  8  9  2  0
  9  7  1  0
  8 10  1  0
 11 10  1  0
 12 11  1  0
 13 12  1  0
  9 13  1  0
 14 13  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 14  1  0
  1 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5279134

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 315.21

Molecular Weight (Monoisotopic): 314.0419

AlogP: 4.66

#Rotatable Bonds: 1

Polar Surface Area: 20.72

Molecular Species: NEUTRAL

HBA: 1

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.78

CX LogD: 4.78

Aromatic Rings: 3

Heavy Atoms: 19

QED Weighted: 0.67

Np Likeness Score: -0.38

References

1. Baiazitov RY, Qi H, Arasu T, Lennox W, Cao L, Weetall M, Furia B, Zhuo J, Choi S, Kim MJ, Sheedy J, Davis T, Moon YC..  (2022)  SAR studies toward discovery of emvododstat (PTC299), a potent dihydroorotate dehydrogenase (DHODH) inhibitor.,  244  [PMID:36242990] [10.1016/j.ejmech.2022.114826]

Source

Source(1):

• Scientific Literature