1-ethyl-3-(6-(5-((prop-2-yn-1-ylamino)methyl)-1H-benzo[d]imidazol-1-yl)pyrimidin-4-yl)thiourea

ID: ALA5280820

Max Phase: Preclinical

Molecular Formula: C18H19N7S

Molecular Weight: 365.47

Names and Identifiers

Canonical SMILES:  C#CCNCc1ccc2c(c1)ncn2-c1cc(NC(=S)NCC)ncn1

Standard InChI:  InChI=1S/C18H19N7S/c1-3-7-19-10-13-5-6-15-14(8-13)23-12-25(15)17-9-16(21-11-22-17)24-18(26)20-4-2/h1,5-6,8-9,11-12,19H,4,7,10H2,2H3,(H2,20,21,22,24,26)

Standard InChI Key:  OQLVHLAXHIVERS-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
   -2.1387   -0.0841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4241    0.3281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7122   -0.0837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7122   -0.9089    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4222   -1.3206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1387   -0.9126    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8533    0.3284    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5679   -0.0841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2826    0.3284    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5679   -0.9092    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9972   -0.0841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7118    0.3284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0024    0.3288    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0885    1.1491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8954    1.3206    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3078    0.6063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7559   -0.0066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1120    0.4348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3671   -0.3497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8193   -0.9608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0120   -0.7943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1642   -0.5633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7477    0.0201    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5448   -0.1933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1282    0.3901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7118    0.9736    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
  1  6  1  0
  6  5  2  0
  1  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  2  0
  9 11  1  0
 11 12  1  0
  3 13  1  0
 14 13  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 13  1  0
 16 18  1  0
 19 18  2  0
 20 19  1  0
 21 20  2  0
 17 21  1  0
 19 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  3  0
M  END

Alternative Forms

1. Parent:

   

   ALA5280820

   ---

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: 365.47

Molecular Weight (Monoisotopic): 365.1423

AlogP: 1.84

#Rotatable Bonds: 6

Polar Surface Area: 79.69

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.20

CX Basic pKa: 8.17

CX LogP: 2.57

CX LogD: 1.73

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.35

Np Likeness Score: -2.16

References

1. Manzoor S, Hoda N..  (2020)  A comprehensive review of monoamine oxidase inhibitors as Anti-Alzheimer's disease agents: A review.,  206  [PMID:32942081] [10.1016/j.ejmech.2020.112787]

Source

Source(1):

• Scientific Literature