1-Methyl-3-((R)-3'-(2-((R)-3-methyl-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)urea

ID: ALA4524352

PubChem CID: 146204995

Max Phase: Preclinical

Molecular Formula: C26H28N4O5

Molecular Weight: 476.53

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CNC(=O)Nc1ccc2c(c1)CC[C@@]21OC(=O)N(CC(=O)N2Cc3ccccc3CC[C@H]2C)C1=O

Standard InChI:  InChI=1S/C26H28N4O5/c1-16-7-8-17-5-3-4-6-19(17)14-29(16)22(31)15-30-23(32)26(35-25(30)34)12-11-18-13-20(9-10-21(18)26)28-24(33)27-2/h3-6,9-10,13,16H,7-8,11-12,14-15H2,1-2H3,(H2,27,28,33)/t16-,26-/m1/s1

Standard InChI Key:  VDINOEOOUILKFN-AKJBCIBTSA-N

Molfile:  

 
     RDKit          2D

 35 39  0  0  0  0  0  0  0  0999 V2000
   20.8324   -5.3355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6286   -5.1157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6683   -4.2917    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.8966   -4.0005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3785   -4.6446    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.6165   -5.5937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6154   -6.4212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3309   -6.8320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3291   -5.1787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0452   -5.5900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0455   -6.4166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8319   -6.6706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3152   -6.0008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6809   -3.2042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.3592   -3.8418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0964   -4.2116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7832   -3.7617    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.1426   -5.0355    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.2687   -5.6339    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.8999   -6.8311    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.1850   -6.4200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4696   -6.8300    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.1857   -5.5949    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.7589   -6.4189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6790   -2.9480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2526   -2.3498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4944   -4.1862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0734   -2.4213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5218   -3.1118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2673   -3.8952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8186   -4.5074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6244   -4.3332    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8761   -3.5455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3231   -2.9409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8993   -2.6908    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
M  END

Alternative Forms

1. Parent:

   

   ALA4524352

   ---

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: 476.53

Molecular Weight (Monoisotopic): 476.2060

AlogP: 2.92

#Rotatable Bonds: 3

Polar Surface Area: 108.05

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.53

CX Basic pKa: ┄

CX LogP: 2.87

CX LogD: 2.87

Aromatic Rings: 2

Heavy Atoms: 35

QED Weighted: 0.71

Np Likeness Score: -0.75

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