Riviciclib

ID: ALA4790952

PubChem CID: 162670662

Max Phase: Preclinical

Molecular Formula: C21H21ClNO8P

Molecular Weight: 481.83

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN1CC[C@@H](c2c(OP(=O)(O)O)cc(O)c3c(=O)cc(-c4ccccc4Cl)oc23)[C@@H]1CO

Standard InChI:  InChI=1S/C21H21ClNO8P/c1-23-7-6-12(14(23)10-24)19-18(31-32(27,28)29)9-16(26)20-15(25)8-17(30-21(19)20)11-4-2-3-5-13(11)22/h2-5,8-9,12,14,24,26H,6-7,10H2,1H3,(H2,27,28,29)/t12-,14+/m1/s1

Standard InChI Key:  LXRJNNLNUWGVCX-OCCSQVGLSA-N

Molfile:  

 
     RDKit          2D

 32 35  0  0  0  0  0  0  0  0999 V2000
    3.6956  -20.6529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6945  -21.4805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4095  -21.8935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4077  -20.2399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1234  -20.6492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1222  -21.4780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8354  -21.8911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5544  -21.4800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5555  -20.6513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8377  -20.2336    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2694  -20.2433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9834  -20.6594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6986  -20.2492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7010  -19.4230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9823  -19.0088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2700  -19.4214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4037  -19.4204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9808  -20.2404    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4112  -22.7188    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8331  -22.7164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9805  -21.4846    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.2662  -20.6532    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    1.5514  -20.2407    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2664  -21.4785    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0466  -19.8526    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0653  -18.9330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8081  -18.1548    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9885  -18.1589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7393  -18.9396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8516  -19.1836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4618  -18.6278    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2900  -17.4848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  5 10  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 11  1  0
  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
 22 25  1  0
 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
M  END

Alternative Forms

1. Parent:

   

   ALA4790952

   ---

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: 481.83

Molecular Weight (Monoisotopic): 481.0693

AlogP: 3.07

#Rotatable Bonds: 5

Polar Surface Area: 140.67

Molecular Species: ACID

HBA: 7

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 1.71

CX Basic pKa: 7.74

CX LogP: 0.97

CX LogD: -0.47

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.40

Np Likeness Score: 1.12

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