5-bromo-4-[4-(3,8-diazabicyclo[3.2.1]octan-3-yl)-2-[[(2S,4R)-4-fluoro-1-methyl-pyrrolidin-2-yl]methoxy]-6,8-dihydro-5H-pyrido[3,4-d]pyrimidin-7-yl]naphthalen-2-ol

ID: ALA4853619

PubChem CID: 156447316

Max Phase: Preclinical

Molecular Formula: C29H34BrFN6O2

Molecular Weight: 597.53

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN1C[C@H](F)C[C@H]1COc1nc2c(c(N3CC4CCC(C3)N4)n1)CCN(c1cc(O)cc3cccc(Br)c13)C2

Standard InChI:  InChI=1S/C29H34BrFN6O2/c1-35-12-18(31)10-21(35)16-39-29-33-25-15-36(26-11-22(38)9-17-3-2-4-24(30)27(17)26)8-7-23(25)28(34-29)37-13-19-5-6-20(14-37)32-19/h2-4,9,11,18-21,32,38H,5-8,10,12-16H2,1H3/t18-,19?,20?,21+/m1/s1

Standard InChI Key:  PNEKKHGYCJBYOS-UEKLYDJUSA-N

Molfile:  

 
     RDKit          2D

 39 45  0  0  0  0  0  0  0  0999 V2000
    9.4555   -5.4397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6239   -5.4465    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.3336   -5.0371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3308   -4.2144    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6221   -3.8091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9159   -5.0375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9200   -4.2180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2162   -3.8069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5038   -4.2109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4997   -5.0304    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2080   -5.4460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6209   -2.9946    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.3288   -2.5845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3276   -1.7709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6201   -1.3612    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9122   -1.7713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9118   -2.5911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -5.4346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0880   -5.0200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3783   -5.4236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3729   -6.2417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7899   -6.2484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0845   -6.6506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0811   -7.4607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7824   -7.8696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4885   -7.4625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4884   -6.6537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0419   -5.4445    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6733   -5.0105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1965   -6.2458    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    6.1620   -2.3897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9957   -2.3566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7490   -5.0348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5432   -6.2492    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.3402   -6.4159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7451   -5.7094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1982   -5.1061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9377   -6.7979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5575   -5.6213    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  6  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  7  1  0
  6  7  2  0
  6 11  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 12 13  1  0
 12 17  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
  5 12  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 23  1  0
 22 18  1  0
 10 18  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 22  2  0
  3 28  1  0
 20 29  1  0
 27 30  1  0
 16 31  1  0
 31 32  1  0
 32 14  1  0
 28 33  1  0
  1 33  1  6
  1 34  1  0
 34 35  1  0
 35 36  1  0
 36 37  1  0
 37  1  1  0
 34 38  1  0
 36 39  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA4853619

   ---

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: 597.53

Molecular Weight (Monoisotopic): 596.1911

AlogP: 4.02

#Rotatable Bonds: 5

Polar Surface Area: 76.99

Molecular Species: BASE

HBA: 8

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.32

CX Basic pKa: 9.95

CX LogP: 4.15

CX LogD: 2.53

Aromatic Rings: 3

Heavy Atoms: 39

QED Weighted: 0.46

Np Likeness Score: -0.14

References

1. Kargbo RB..  (2021)  Targeting the KRAS G12D Mutant as Potential Therapy in Cancer.,  12  (8.0): [PMID:34413947] [10.1021/acsmedchemlett.1c00390]

Source

Source(1):

• Scientific Literature