1,3-Bis-cyclopropylmethyl-8-[1-methyl-pyrrolidin-(2Z)-ylideneamino]-7-(3,4,5-trimethoxy-benzyl)-3,7-dihydro-purine-2,6-dione

ID: ALA359185

Chembl Id: CHEMBL359185

PubChem CID: 44363183

Max Phase: Preclinical

Molecular Formula: C28H36N6O5

Molecular Weight: 536.63

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(Cn2c(/N=C3/CCCN3C)nc3c2c(=O)n(CC2CC2)c(=O)n3CC2CC2)cc(OC)c1OC

Standard InChI:  InChI=1S/C28H36N6O5/c1-31-11-5-6-22(31)29-27-30-25-23(32(27)16-19-12-20(37-2)24(39-4)21(13-19)38-3)26(35)34(15-18-9-10-18)28(36)33(25)14-17-7-8-17/h12-13,17-18H,5-11,14-16H2,1-4H3/b29-22-

Standard InChI Key:  SYJITPNVVAEGJT-IADYIPOJSA-N

Alternative Forms

1. Parent:

   

   ALA359185

   1,3-bis(cyclopropylmethyl)-8-[(Z)-(1-methylpyrrolidin-2-ylidene)amino]-7-[(3,4,5-trimethoxyphenyl)methyl]purine-2,6-dione

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

Calculated Properties

Molecular Weight: 536.63

Molecular Weight (Monoisotopic): 536.2747

AlogP: 3.01

#Rotatable Bonds: 10

Polar Surface Area: 105.11

Molecular Species: NEUTRAL

HBA: 10

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 5.54

CX LogP: 2.83

CX LogD: 2.83

Aromatic Rings: 3

Heavy Atoms: 39

QED Weighted: 0.39

Np Likeness Score: -0.69

References

1. Buckle DR, Arch JR, Connolly BJ, Fenwick AE, Foster KA, Murray KJ, Readshaw SA, Smallridge M, Smith DG..  (1994)  Inhibition of cyclic nucleotide phosphodiesterase by derivatives of 1,3-bis(cyclopropylmethyl)xanthine.,  37  (4): [PMID:8120866] [10.1021/jm00030a007]

Source

Source(1):

• Scientific Literature