4-(3,4,5-trimethoxyphenyl)-4,5,6,7-tetrahydro-3H-imidazo[4,5-c]pyridine

ID: ALA4473550

Cas Number: 4875-50-7

PubChem CID: 15502872

Max Phase: Preclinical

Molecular Formula: C15H19N3O3

Molecular Weight: 289.34

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc(C2NCCc3nc[nH]c32)cc(OC)c1OC

Standard InChI:  InChI=1S/C15H19N3O3/c1-19-11-6-9(7-12(20-2)15(11)21-3)13-14-10(4-5-16-13)17-8-18-14/h6-8,13,16H,4-5H2,1-3H3,(H,17,18)

Standard InChI Key:  VYKDKBZUOBCVTK-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   28.6058  -15.6670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6058  -16.4842    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.3111  -16.8886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3111  -15.2542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0164  -15.6670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0208  -16.4806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7961  -16.7278    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.2708  -16.0669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7888  -15.4113    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.3115  -17.7058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6018  -18.1130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6018  -18.9294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3103  -19.3384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0201  -18.9251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0166  -18.1100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8941  -19.3380    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.1864  -18.9294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3118  -20.1556    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.6048  -20.5655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7295  -19.3308    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.4355  -18.9194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  4  1  0
  2  3  1  0
  3  6  1  0
  5  4  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9  5  1  0
  3 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 10  1  0
 12 16  1  0
 16 17  1  0
 13 18  1  0
 18 19  1  0
 14 20  1  0
 20 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4473550

   4-(3,4,5-trimethoxyphenyl)-4,5,6,7-tetrahydro-3H-imidazo[4,5-c]pyridine

Molecule Features

Natural Product: Yes

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: 289.34

Molecular Weight (Monoisotopic): 289.1426

AlogP: 1.67

#Rotatable Bonds: 4

Polar Surface Area: 68.40

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.56

CX Basic pKa: 7.49

CX LogP: 0.71

CX LogD: 0.37

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.90

Np Likeness Score: 0.03

References

1. Akocak S, Lolak N, Bua S, Nocentini A, Karakoc G, Supuran CT..  (2019)  α-Carbonic anhydrases are strongly activated by spinaceamine derivatives.,  27  (5): [PMID:30683554] [10.1016/j.bmc.2019.01.017]

Source

Source(1):

• Scientific Literature