6-(4-Fluorophenyl)-N-(3,4,5-trimethoxyphenyl)thieno[3,2-d]-pyrimidin-4-amine

ID: ALA4475082

PubChem CID: 155537576

Max Phase: Preclinical

Molecular Formula: C21H18FN3O3S

Molecular Weight: 411.46

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc(Nc2ncnc3cc(-c4ccc(F)cc4)sc23)cc(OC)c1OC

Standard InChI:  InChI=1S/C21H18FN3O3S/c1-26-16-8-14(9-17(27-2)19(16)28-3)25-21-20-15(23-11-24-21)10-18(29-20)12-4-6-13(22)7-5-12/h4-11H,1-3H3,(H,23,24,25)

Standard InChI Key:  OMPZBDSNKSWNRU-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    8.4369  -15.9646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7282  -15.5593    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0220  -16.7877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0187  -15.9712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2411  -15.7220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7638  -16.3846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2465  -17.0431    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.7298  -18.0139    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    9.1399  -19.6468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8487  -19.2383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8462  -18.4169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1389  -18.0119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1393  -20.4640    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   10.5526  -18.0060    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5499  -17.1888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9511  -16.3886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5403  -15.6809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7238  -15.6839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3173  -16.3938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7332  -17.1022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5483  -17.0957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5001  -16.3982    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
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  8 23  1  0
 26 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4475082

   ---

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: 411.46

Molecular Weight (Monoisotopic): 411.1053

AlogP: 5.27

#Rotatable Bonds: 6

Polar Surface Area: 65.50

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 2.94

CX LogP: 4.66

CX LogD: 4.66

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.47

Np Likeness Score: -1.23

References

1. Romagnoli R, Prencipe F, Oliva P, Baraldi S, Baraldi PG, Schiaffino Ortega S, Chayah M, Kimatrai Salvador M, Lopez-Cara LC, Brancale A, Ferla S, Hamel E, Ronca R, Bortolozzi R, Mariotto E, Mattiuzzo E, Viola G..  (2019)  Design, Synthesis, and Biological Evaluation of 6-Substituted Thieno[3,2- d]pyrimidine Analogues as Dual Epidermal Growth Factor Receptor Kinase and Microtubule Inhibitors.,  62  (3): [PMID:30633509] [10.1021/acs.jmedchem.8b01391]

Source

Source(1):

• Scientific Literature