Voruciclib

ID: ALA4782409

PubChem CID: 162664628

Max Phase: Preclinical

Molecular Formula: C22H20ClF3NO8P

Molecular Weight: 549.82

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN1CC[C@@H](c2c(OP(=O)(O)O)cc(O)c3c(=O)cc(-c4ccc(C(F)(F)F)cc4Cl)oc23)[C@@H]1CO

Standard InChI:  InChI=1S/C22H20ClF3NO8P/c1-27-5-4-12(14(27)9-28)19-18(35-36(31,32)33)8-16(30)20-15(29)7-17(34-21(19)20)11-3-2-10(6-13(11)23)22(24,25)26/h2-3,6-8,12,14,28,30H,4-5,9H2,1H3,(H2,31,32,33)/t12-,14+/m1/s1

Standard InChI Key:  WLTRIWCDHOZNRP-OCCSQVGLSA-N

Molfile:  

 
     RDKit          2D

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    3.6934  -21.4742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4082  -21.8872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4064  -20.2340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.9810  -20.6534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.9782  -21.4784    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.2656  -20.6472    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
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    2.0460  -19.8469    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0638  -18.9275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8067  -18.1495    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    6.4599  -18.6224    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2884  -17.4797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4198  -19.0009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4198  -18.1680    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   10.1412  -19.4174    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   10.1412  -18.5844    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
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  8  9  2  0
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  9 11  1  0
 17  4  1  6
  1 18  1  0
  3 19  1  0
  7 20  2  0
 12 21  1  0
 18 22  1  0
 22 23  1  0
 22 24  2  0
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 17 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 17  1  0
 26 30  1  1
 30 31  1  0
 27 32  1  0
 14 33  1  0
 33 34  1  0
 33 35  1  0
 33 36  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4782409

   ---

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: 549.82

Molecular Weight (Monoisotopic): 549.0567

AlogP: 4.09

#Rotatable Bonds: 5

Polar Surface Area: 140.67

Molecular Species: ACID

HBA: 7

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 1.71

CX Basic pKa: 7.74

CX LogP: 1.85

CX LogD: 0.41

Aromatic Rings: 3

Heavy Atoms: 36

QED Weighted: 0.35

Np Likeness Score: 0.72

References

1. Wu T,Qin Z,Tian Y,Wang J,Xu C,Li Z,Bian J.  (2020)  Recent Developments in the Biology and Medicinal Chemistry of CDK9 Inhibitors: An Update.,  63  (22): [PMID:32866383] [10.1021/acs.jmedchem.0c00744]

Source

Source(1):

• Scientific Literature