5-(4-hydroxy-3-methoxyphenyl)-7-(2-hydroxyphenyl)-6-(piperidine-1-carbonyl)-2-thioxo-2,3-dihydro-1H-pyrano[2,3-d]pyrimidin-4(5H)-one

ID: ALA5266358

Chembl Id: CHEMBL5266358

Max Phase: Preclinical

Molecular Formula: C26H25N3O6S

Molecular Weight: 507.57

Names and Identifiers

Canonical SMILES:  COc1cc(C2C(C(=O)N3CCCCC3)=C(c3ccccc3O)Oc3[nH]c(=S)[nH]c(=O)c32)ccc1O

Standard InChI:  InChI=1S/C26H25N3O6S/c1-34-18-13-14(9-10-17(18)31)19-20(25(33)29-11-5-2-6-12-29)22(15-7-3-4-8-16(15)30)35-24-21(19)23(32)27-26(36)28-24/h3-4,7-10,13,19,30-31H,2,5-6,11-12H2,1H3,(H2,27,28,32,36)

Standard InChI Key:  UQARIDQNCYBLIC-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA5266358

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 507.57

Molecular Weight (Monoisotopic): 507.1464

AlogP: 3.80

#Rotatable Bonds: 4

Polar Surface Area: 127.88

Molecular Species: NEUTRAL

HBA: 7

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 7.73

CX Basic pKa: 0.16

CX LogP: 2.68

CX LogD: 2.51

Aromatic Rings: 3

Heavy Atoms: 36

QED Weighted: 0.40

Np Likeness Score: -0.33

References

1. Elattar KM, El-Khateeb AY, Hamed SE..  (2022)  Insights into the recent progress in the medicinal chemistry of pyranopyrimidine analogs.,  13  (5.0): [PMID:35694689] [10.1039/d2md00076h]

Source

Source(1):

• Scientific Literature