Methyl 5-((((R)-1-(4-chloro-3-fluorophenethyl)pyrrolidin-3-yl)methyl)carbamoyl)-2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3-carboxylate

ID: ALA4555422

PubChem CID: 153635944

Max Phase: Preclinical

Molecular Formula: C29H32ClFN4O5

Molecular Weight: 571.05

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COC(=O)C1=C(C)NC(C)=C(C(=O)NC[C@H]2CCN(CCc3ccc(Cl)c(F)c3)C2)C1c1cccc([N+](=O)[O-])c1

Standard InChI:  InChI=1S/C29H32ClFN4O5/c1-17-25(27(26(18(2)33-17)29(37)40-3)21-5-4-6-22(14-21)35(38)39)28(36)32-15-20-10-12-34(16-20)11-9-19-7-8-23(30)24(31)13-19/h4-8,13-14,20,27,33H,9-12,15-16H2,1-3H3,(H,32,36)/t20-,27?/m1/s1

Standard InChI Key:  GIWOZUGHMKXLQJ-ACVCQEAVSA-N

Molfile:  

 
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   31.8651  -31.7038    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
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M  CHG  2  22   1  24  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4555422

   ---

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

Calculated Properties

Molecular Weight: 571.05

Molecular Weight (Monoisotopic): 570.2045

AlogP: 4.48

#Rotatable Bonds: 9

Polar Surface Area: 113.81

Molecular Species: BASE

HBA: 7

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 8.60

CX LogP: 3.70

CX LogD: 2.47

Aromatic Rings: 2

Heavy Atoms: 40

QED Weighted: 0.26

Np Likeness Score: -1.53

References

1. Son WS, Jeong KS, Lim SM, Pae AN..  (2019)  Structural hybridization of pyrrolidine-based T-type calcium channel inhibitors and exploration of their analgesic effects in a neuropathic pain model.,  29  (10): [PMID:30928197] [10.1016/j.bmcl.2019.03.026]

Source

Source(1):

• Scientific Literature