(4aS,8aR)-2-(1-(2-Aminopyrimidin-4-yl)piperidin-4-yl)-4-(3,4-dimethoxyphenyl)-4a,5,8,8a-tetrahydrophthalazin-1(2H)-one

ID: ALA4522249

PubChem CID: 155543093

Max Phase: Preclinical

Molecular Formula: C25H30N6O3

Molecular Weight: 462.55

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(C2=NN(C3CCN(c4ccnc(N)n4)CC3)C(=O)[C@@H]3CC=CC[C@H]23)cc1OC

Standard InChI:  InChI=1S/C25H30N6O3/c1-33-20-8-7-16(15-21(20)34-2)23-18-5-3-4-6-19(18)24(32)31(29-23)17-10-13-30(14-11-17)22-9-12-27-25(26)28-22/h3-4,7-9,12,15,17-19H,5-6,10-11,13-14H2,1-2H3,(H2,26,27,28)/t18-,19+/m0/s1

Standard InChI Key:  UAHRMESTJPCBFW-RBUKOAKNSA-N

Molfile:  

 
     RDKit          2D

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   14.2139   -7.2707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   19.1927   -8.4840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9199   -5.2127    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

Alternative Forms

1. Parent:

   

   ALA4522249

   ---

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: 462.55

Molecular Weight (Monoisotopic): 462.2379

AlogP: 2.87

#Rotatable Bonds: 5

Polar Surface Area: 106.17

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.31

CX LogP: 2.50

CX LogD: 2.25

Aromatic Rings: 2

Heavy Atoms: 34

QED Weighted: 0.68

Np Likeness Score: -0.68

References

1. Salado IG, Singh AK, Moreno-Cinos C, Sakaine G, Siderius M, Van der Veken P, Matheeussen A, van der Meer T, Sadek P, Gul S, Maes L, Sterk GJ, Leurs R, Brown D, Augustyns K..  (2020)  Lead Optimization of Phthalazinone Phosphodiesterase Inhibitors as Novel Antitrypanosomal Compounds.,  63  (7): [PMID:32196340] [10.1021/acs.jmedchem.9b00985]

Source

Source(1):

• Scientific Literature