Ethyl 3-[3-(2-(methoxyethoxy)carbonyl)ethyl]-6-methyl-4-(3-nitrophenyl)-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate

Names and Identifiers

Canonical SMILES: CCOC(=O)C1=C(C)NC(=O)N(CCC(=O)OCCOC)C1c1cccc([N+](=O)[O-])c1

Standard InChI: InChI=1S/C20H25N3O8/c1-4-30-19(25)17-13(2)21-20(26)22(9-8-16(24)31-11-10-29-3)18(17)14-6-5-7-15(12-14)23(27)28/h5-7,12,18H,4,8-11H2,1-3H3,(H,21,26)

Standard InChI Key: CKRGPBMTWHQHKP-UHFFFAOYSA-N

Molfile:

     RDKit          2D

 31 32  0  0  0  0  0  0  0  0999 V2000
    9.7207  -14.1667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7207  -13.3429    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.0058  -12.9309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2909  -13.3429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2909  -14.1667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0058  -14.5786    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.5802  -12.9309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8653  -13.3429    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5802  -12.1071    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4313  -14.5786    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0058  -12.1071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7207  -11.6953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7207  -10.8714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0058  -10.4595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2909  -10.8714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2909  -11.6953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4313  -10.4595    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.4313   -9.6357    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1462  -10.8714    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5802  -14.5786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4313  -12.9309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1462  -13.3429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8610  -12.9309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8610  -12.1071    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.5718  -13.3429    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.2866  -12.9309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0015  -13.3429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7121  -12.9309    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8653  -11.6953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8653  -10.8714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4263  -13.3417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  1  6  1  0
  7  8  2  0
  7  9  1  0
  4  7  1  0
  1 10  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 11 16  2  0
 17 18  2  0
 17 19  1  0
 13 17  1  0
  3 11  1  0
  5 20  1  0
 21 22  1  0
 23 24  2  0
 26 27  1  0
 27 28  1  0
 25 26  1  0
 23 25  1  0
 22 23  1  0
  2 21  1  0
 29 30  1  0
  9 29  1  0
 28 31  1  0
M  CHG  2  17   1  19  -1
M  END

Alternative Forms

Parent:

ALA4095637
---

Associated Targets(Human)

CACNA1H Tclin Voltage-gated T-type calcium channel alpha-1H subunit (1913 Activities)

Discover Target: CACNA1H

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

Associated Targets(non-human)

Cacna1c Voltage-gated L-type calcium channel alpha-1C subunit (1321 Activities)

Discover Target: Cacna1c

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: Small molecule	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: 435.43	Molecular Weight (Monoisotopic): 435.1642	AlogP: 2.08	#Rotatable Bonds: 10
Polar Surface Area: 137.31	Molecular Species: NEUTRAL	HBA: 8	HBD: 1
#RO5 Violations: ┄	HBA (Lipinski): 11	HBD (Lipinski): 1	#RO5 Violations (Lipinski): 1
CX Acidic pKa: 12.68	CX Basic pKa: ┄	CX LogP: 1.22	CX LogD: 1.22
Aromatic Rings: 1	Heavy Atoms: 31	QED Weighted: 0.26	Np Likeness Score: -1.22

References

1. Teleb M, Zhang FX, Farghaly AM, Aboul Wafa OM, Fronczek FR, Zamponi GW, Fahmy H.. (2017) Synthesis of new N3-substituted dihydropyrimidine derivatives as L-/T- type calcium channel blockers., 134 [PMID:28399450] [10.1016/j.ejmech.2017.03.080]

Source

Source(1):

Scientific Literature