1-((R)-3'-(2-((S)-3-Cyclopropyl-7-fluoro-1,3,4,5-tetrahydro-2H-benzo[c]azepin-2-yl)-2-oxoethyl)-2',4'-dioxo-2,3-dihydrospiro-[indene-1,5'-oxazolidin]-5-yl)-3-methylurea

ID: ALA4475351

PubChem CID: 155537389

Max Phase: Preclinical

Molecular Formula: C28H29FN4O5

Molecular Weight: 520.56

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CNC(=O)Nc1ccc2c(c1)CC[C@@]21OC(=O)N(CC(=O)N2Cc3ccc(F)cc3CC[C@H]2C2CC2)C1=O

Standard InChI:  InChI=1S/C28H29FN4O5/c1-30-26(36)31-21-7-8-22-18(13-21)10-11-28(22)25(35)33(27(37)38-28)15-24(34)32-14-19-4-6-20(29)12-17(19)5-9-23(32)16-2-3-16/h4,6-8,12-13,16,23H,2-3,5,9-11,14-15H2,1H3,(H2,30,31,36)/t23-,28+/m0/s1

Standard InChI Key:  QULMQLITKMCMAK-NEKDWFFYSA-N

Molfile:  

 
     RDKit          2D

 38 43  0  0  0  0  0  0  0  0999 V2000
    6.8617  -14.2113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6582  -13.9914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6979  -13.1670    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9259  -12.8757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4076  -13.5202    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6448  -14.4696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6436  -15.2975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3595  -15.7086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3577  -14.0545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0741  -14.4660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0743  -15.2930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8611  -15.5470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3446  -14.8770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7101  -12.0791    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3891  -12.7169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1266  -13.0869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8137  -12.6368    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.1728  -13.9111    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2986  -14.5100    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9279  -15.7076    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2127  -15.2964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4968  -15.7065    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2133  -14.4709    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7858  -15.2953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7095  -11.8228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2834  -11.2243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5253  -13.0615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1045  -11.2959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5531  -11.9867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2985  -12.7705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8500  -13.3829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6563  -13.2085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9080  -12.4205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3548  -11.8156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9294  -11.5655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7104  -12.2447    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    8.3808  -10.9572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1235  -11.7373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  1
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  1  1  0
  6  7  2  0
  7  8  1  0
  8 11  2  0
 10  9  2  0
  9  6  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13  1  1  0
  1 10  1  0
  4 14  2  0
  3 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
  2 19  2  0
  7 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  2  0
 22 24  1  0
 17 25  1  0
 25 26  1  0
 17 27  1  0
 26 28  1  0
 27 30  1  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 32 33  1  0
 33 34  2  0
 34 29  1  0
 25 35  1  6
 33 36  1  0
 37 35  1  0
 38 37  1  0
 35 38  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4475351

   ---

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: 520.56

Molecular Weight (Monoisotopic): 520.2122

AlogP: 3.45

#Rotatable Bonds: 4

Polar Surface Area: 108.05

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 13.53

CX Basic pKa: ┄

CX LogP: 3.44

CX LogD: 3.44

Aromatic Rings: 2

Heavy Atoms: 38

QED Weighted: 0.64

Np Likeness Score: -0.82

References

1. Yang Y, Zhang R, Li Z, Mei L, Wan S, Ding H, Chen Z, Xing J, Feng H, Han J, Jiang H, Zheng M, Luo C, Zhou B..  (2020)  Discovery of Highly Potent, Selective, and Orally Efficacious p300/CBP Histone Acetyltransferases Inhibitors.,  63  (3): [PMID:31910017] [10.1021/acs.jmedchem.9b01721]

2. Ding H, Pei Y, Li Y, Xu W, Mei L, Hou Z, Guang Y, Cao L, Li P, Cao H, Bian J, Chen K, Luo C, Zhou B, Zhang T, Li Z, Yang Y..  (2021)  Design, synthesis and biological evaluation of a novel spiro oxazolidinedione as potent p300/CBP HAT inhibitor for the treatment of ovarian cancer.,  52  [PMID:34801827] [10.1016/j.bmc.2021.116512]

Source

Source(1):

• Scientific Literature