N-(4-((4-(4-cyano-2,6-dimethylphenoxy)thieno[3,2-d]pyrimidin-2-yl)amino)cyclohexyl)-4-fluorobenzamide

ID: ALA4176863

PubChem CID: 134815772

Max Phase: Preclinical

Molecular Formula: C28H26FN5O2S

Molecular Weight: 515.61

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(C#N)cc(C)c1Oc1nc(NC2CCC(NC(=O)c3ccc(F)cc3)CC2)nc2ccsc12

Standard InChI:  InChI=1S/C28H26FN5O2S/c1-16-13-18(15-30)14-17(2)24(16)36-27-25-23(11-12-37-25)33-28(34-27)32-22-9-7-21(8-10-22)31-26(35)19-3-5-20(29)6-4-19/h3-6,11-14,21-22H,7-10H2,1-2H3,(H,31,35)(H,32,33,34)

Standard InChI Key:  XVSRARCZAPWAQM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   13.5505   -9.8027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8377   -9.3933    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.8395  -11.0389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   11.4206   -9.3938    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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  1  6  2  0
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 28 34  1  0
 35 36  3  0
 30 35  1  0
 23 37  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4176863

   ---

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: 515.61

Molecular Weight (Monoisotopic): 515.1791

AlogP: 6.26

#Rotatable Bonds: 6

Polar Surface Area: 99.93

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 2.88

CX LogP: 6.56

CX LogD: 6.56

Aromatic Rings: 4

Heavy Atoms: 37

QED Weighted: 0.31

Np Likeness Score: -1.57

References

1. Kang D, Ding X, Wu G, Huo Z, Zhou Z, Zhao T, Feng D, Wang Z, Tian Y, Daelemans D, De Clercq E, Pannecouque C, Zhan P, Liu X..  (2017)  Discovery of Thiophene[3,2-d]pyrimidine Derivatives as Potent HIV-1 NNRTIs Targeting the Tolerant Region I of NNIBP.,  8  (11): [PMID:29152052] [10.1021/acsmedchemlett.7b00361]

Source

Source(1):

• Scientific Literature