cyclopropyl(4-((1-isobutyl-1H-benzo[d]imidazol-2-yl)methyl)piperazin-1-yl)methanone

Names and Identifiers

Canonical SMILES: CC(C)Cn1c(CN2CCN(C(=O)C3CC3)CC2)nc2ccccc21

Standard InChI: InChI=1S/C20H28N4O/c1-15(2)13-24-18-6-4-3-5-17(18)21-19(24)14-22-9-11-23(12-10-22)20(25)16-7-8-16/h3-6,15-16H,7-14H2,1-2H3

Standard InChI Key: ZHQFLHNJTHLSTG-UHFFFAOYSA-N

Molfile:

 
     RDKit          2D

 25 28  0  0  0  0  0  0  0  0999 V2000
   25.2354  -26.8450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2342  -27.6724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9490  -28.0853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9472  -26.4323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6625  -26.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6674  -27.6678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4549  -27.9187    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.9368  -27.2471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4470  -26.5815    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.6974  -25.7954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1417  -25.1856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7617  -27.2423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1700  -26.5254    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.9992  -26.5271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4075  -25.8143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9943  -25.0999    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.1683  -25.1028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7556  -25.8201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4052  -24.3845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2302  -24.3828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9912  -23.6710    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.9438  -24.7926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9421  -23.9676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3921  -24.3995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3358  -25.3619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9  5  1  0
  9 10  1  0
 10 11  1  0
  8 12  1  0
 12 13  1  0
 13 14  1  0
 13 18  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 16 19  1  0
 19 20  1  0
 19 21  2  0
 22 20  1  0
 23 22  1  0
 20 23  1  0
 11 24  1  0
 11 25  1  0
M  END

Alternative Forms

Parent:

ALA4869532
---

Associated Targets(Human)

ALDH1A1 Tchem Aldehyde dehydrogenase 1A1 (77053 Activities)

Discover Target: ALDH1A1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

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

Drug Indications

MESH ID	MESH Heading	EFO IDs	EFO Terms	Max Phase for Indication	References

Mechanisms of Action

Mechanism of Action	Action Type	target ID	Target Name	Target Type	Target Organism	Binding Site Name	References

Calculated Properties

Molecular Weight: 340.47	Molecular Weight (Monoisotopic): 340.2263	AlogP: 2.75	#Rotatable Bonds: 5
Polar Surface Area: 41.37	Molecular Species: NEUTRAL	HBA: 4	HBD: ┄
#RO5 Violations: ┄	HBA (Lipinski): 5	HBD (Lipinski): ┄	#RO5 Violations (Lipinski): ┄
CX Acidic pKa: ┄	CX Basic pKa: 5.32	CX LogP: 2.60	CX LogD: 2.59
Aromatic Rings: 2	Heavy Atoms: 25	QED Weighted: 0.84	Np Likeness Score: -1.96

References

1. Ma Z, Jiang L, Li B, Liang D, Feng Y, Liu L, Jiang C.. (2021) Discovery of benzimidazole derivatives as potent and selective aldehyde dehydrogenase 1A1 (ALDH1A1) inhibitors with glucose consumption improving activity., 46 [PMID:34403955] [10.1016/j.bmc.2021.116352]

Source

Source(1):

Scientific Literature