5-Chloro-8-[5-((R)-3-dimethylamino-pyrrolidine-1-sulfonyl)-2-propoxy-phenyl]-2-(4-methoxy-benzyl)-2,7-dihydro-2,3,4,7,9-pentaaza-cyclopenta[a]naphthalen-6-one

ID: ALA76827

Chembl Id: CHEMBL76827

PubChem CID: 135528567

Max Phase: Preclinical

Molecular Formula: C31H34ClN7O5S

Molecular Weight: 652.18

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCOc1ccc(S(=O)(=O)N2CC[C@@H](N(C)C)C2)cc1-c1nc(O)c2c(Cl)nc3nn(Cc4ccc(OC)cc4)cc3c2n1

Standard InChI:  InChI=1S/C31H34ClN7O5S/c1-5-14-44-25-11-10-22(45(41,42)39-13-12-20(17-39)37(2)3)15-23(25)29-33-27-24-18-38(16-19-6-8-21(43-4)9-7-19)36-30(24)34-28(32)26(27)31(40)35-29/h6-11,15,18,20H,5,12-14,16-17H2,1-4H3,(H,33,35,40)/t20-/m1/s1

Standard InChI Key:  LKRDLYGCRSZOTL-HXUWFJFHSA-N

Alternative Forms

1. Parent:

   

   ALA76827

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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: 652.18

Molecular Weight (Monoisotopic): 651.2031

AlogP: 4.57

#Rotatable Bonds: 10

Polar Surface Area: 135.80

Molecular Species: NEUTRAL

HBA: 11

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 10.70

CX Basic pKa: 7.86

CX LogP: 5.15

CX LogD: 4.56

Aromatic Rings: 5

Heavy Atoms: 45

QED Weighted: 0.21

Np Likeness Score: -1.47

References

1. Bi Y, Stoy P, Adam L, He B, Krupinski J, Normandin D, Pongrac R, Seliger L, Watson A, Macor JE..  (2001)  The discovery of novel, potent and selective PDE5 inhibitors.,  11  (18): [PMID:11549447] [10.1016/s0960-894x(01)00466-8]

Source

Source(1):

• Scientific Literature