N-(3-(8-methoxy-4,5-dihydro-3H-pyrimido[5,4-b]indol-3-yl)propyl)-N-methylcyclohexanamine

ID: ALA5290786

Max Phase: Preclinical

Molecular Formula: C21H30N4O

Molecular Weight: 354.50

Names and Identifiers

Canonical SMILES:  COc1ccc2[nH]c3c(c2c1)N=CN(CCCN(C)C1CCCCC1)C3

Standard InChI:  InChI=1S/C21H30N4O/c1-24(16-7-4-3-5-8-16)11-6-12-25-14-20-21(22-15-25)18-13-17(26-2)9-10-19(18)23-20/h9-10,13,15-16,23H,3-8,11-12,14H2,1-2H3

Standard InChI Key:  BBGBTOPSYUIPQM-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 26 29  0  0  0  0  0  0  0  0999 V2000
   -3.6032    0.3058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6032   -0.5191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8898   -0.9254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1827   -0.5154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1827    0.3062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8917    0.7164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3820    0.5554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9132   -0.0954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4032   -0.7603    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1151   -0.0149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2141    0.7164    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2545    1.3673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0527    1.2868    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0162    0.7164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4172    0.0218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2193    0.0218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6203   -0.6727    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4223   -0.6727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8233    0.0218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6254    0.0218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0264   -0.6727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6254   -1.3673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8233   -1.3673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2193   -1.3673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3148    0.7167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0264    0.3058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  1  2  0
  5  7  1  0
  7  8  2  0
  9  8  1  0
  4  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
  7 13  1  0
 11 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 19 18  1  0
 20 19  1  0
 21 20  1  0
 22 21  1  0
 23 22  1  0
 18 23  1  0
 17 24  1  0
  1 25  1  0
 25 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5290786

   ---

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: 354.50

Molecular Weight (Monoisotopic): 354.2420

AlogP: 4.31

#Rotatable Bonds: 6

Polar Surface Area: 43.86

Molecular Species: BASE

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.13

CX Basic pKa: 9.77

CX LogP: 3.07

CX LogD: 0.11

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.84

Np Likeness Score: -0.70

References

1. Zamani F, Suzuki T..  (2021)  Synthetic RNA Modulators in Drug Discovery.,  64  (11.0): [PMID:34060847] [10.1021/acs.jmedchem.1c00154]

Source

Source(1):

• Scientific Literature