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

ID: ALA81285

Chembl Id: CHEMBL81285

PubChem CID: 136032221

Max Phase: Preclinical

Molecular Formula: C38H41FN8O5S

Molecular Weight: 740.86

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCOc1ccc(S(=O)(=O)N2CC[C@@H](N(C)C)C2)cc1-c1nc(O)c2c(NCc3ccc(F)cc3)nc3nn(Cc4ccc(OC)cc4)cc3c2n1

Standard InChI:  InChI=1S/C38H41FN8O5S/c1-5-18-52-32-15-14-29(53(49,50)47-17-16-27(22-47)45(2)3)19-30(32)35-41-34-31-23-46(21-25-8-12-28(51-4)13-9-25)44-36(31)42-37(33(34)38(48)43-35)40-20-24-6-10-26(39)11-7-24/h6-15,19,23,27H,5,16-18,20-22H2,1-4H3,(H,40,42,44)(H,41,43,48)/t27-/m1/s1

Standard InChI Key:  BHJQVZCBKBFYOE-HHHXNRCGSA-N

Alternative Forms

1. Parent:

   

   ALA81285

   ---

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: 740.86

Molecular Weight (Monoisotopic): 740.2905

AlogP: 5.67

#Rotatable Bonds: 13

Polar Surface Area: 147.83

Molecular Species: NEUTRAL

HBA: 12

HBD: 2

#RO5 Violations: 3

HBA (Lipinski): 13

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 11.05

CX Basic pKa: 7.87

CX LogP: 6.35

CX LogD: 5.76

Aromatic Rings: 6

Heavy Atoms: 53

QED Weighted: 0.15

Np Likeness Score: -1.56

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