(S)-2-(2-fluorophenyl)-3-(1-(2-((R)-2-(2-fluorophenyl)-4-oxo-1,2-dihydroquinazolin-3(4H)-yl)ethyl)piperidin-4-yl)-2,3-dihydroquinazolin-4(1H)-one

ID: ALA4073704

PubChem CID: 137641073

Max Phase: Preclinical

Molecular Formula: C35H33F2N5O2

Molecular Weight: 593.68

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C1c2ccccc2N[C@@H](c2ccccc2F)N1CCN1CCC(N2C(=O)c3ccccc3N[C@@H]2c2ccccc2F)CC1

Standard InChI:  InChI=1S/C35H33F2N5O2/c36-28-13-5-1-9-24(28)32-38-30-15-7-3-11-26(30)34(43)41(32)22-21-40-19-17-23(18-20-40)42-33(25-10-2-6-14-29(25)37)39-31-16-8-4-12-27(31)35(42)44/h1-16,23,32-33,38-39H,17-22H2/t32-,33+/m1/s1

Standard InChI Key:  ZMXNWFRGUZJFLG-SAIUNTKASA-N

Molfile:  

     RDKit          2D

 44 50  0  0  0  0  0  0  0  0999 V2000
   36.6004  -23.5220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.5992  -24.3494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.3141  -24.7623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.3123  -23.1092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.0277  -23.5184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.0265  -24.3515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.7434  -24.7667    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.4661  -24.3535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.4673  -23.5204    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.7458  -23.1005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.7458  -22.2754    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   40.1828  -23.1097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.1795  -24.7681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.1719  -25.5940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.8844  -26.0085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.6010  -25.5979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.6007  -24.7686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.8876  -24.3579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.4548  -26.0021    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   40.8951  -23.5276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.6085  -23.1204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.6147  -22.2949    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.9015  -21.8785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.1818  -22.2875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.3319  -21.8869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.0437  -22.3039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.7608  -21.8958    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   44.4695  -22.3135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.4821  -20.6645    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   43.7610  -21.0707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.1938  -21.0836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.1830  -21.9075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.8900  -22.3271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   46.6084  -21.9238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   46.6152  -21.0967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.9076  -20.6809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.0507  -20.6576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.0566  -19.8315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.3451  -19.4152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.6274  -19.8239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.6255  -20.6532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.3376  -21.0657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.7737  -19.4235    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   44.4632  -23.1386    0.0000 O   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  1  0
  9 10  1  0
 10 11  2  0
  9 12  1  0
  8 13  1  1
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 13  1  0
 14 19  1  0
 12 20  1  0
 12 24  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 22 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 27 30  1  0
 28 32  1  0
 31 29  1  0
 29 30  1  0
 31 32  2  0
 32 33  1  0
 33 34  2  0
 34 35  1  0
 35 36  2  0
 36 31  1  0
 37 38  2  0
 38 39  1  0
 39 40  2  0
 40 41  1  0
 41 42  2  0
 42 37  1  0
 30 37  1  6
 38 43  1  0
 28 44  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4073704

   ---

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: 593.68

Molecular Weight (Monoisotopic): 593.2602

AlogP: 6.26

#Rotatable Bonds: 6

Polar Surface Area: 67.92

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.02

CX Basic pKa: 7.68

CX LogP: 6.69

CX LogD: 6.22

Aromatic Rings: 4

Heavy Atoms: 44

QED Weighted: 0.28

Np Likeness Score: -0.84

References

1. Jiang Y, Zhuang C, Chen L, Lu J, Dong G, Miao Z, Zhang W, Li J, Sheng C..  (2017)  Structural Biology-Inspired Discovery of Novel KRAS-PDEδ Inhibitors.,  60  (22): [PMID:28929751] [10.1021/acs.jmedchem.7b01243]

Source

Source(1):

• Scientific Literature