1-Methyl-3-((R)-3'-(2-((S)-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: ALA4525368

PubChem CID: 146205188

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+/m0/s1

Standard InChI Key:  VDINOEOOUILKFN-YHAMSUFESA-N

Molfile:  

 
     RDKit          2D

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   20.5208  -15.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3132  -14.9188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3528  -14.0986    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.5847  -13.8088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0690  -14.4500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.3152  -15.3945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3141  -16.2182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0262  -16.6272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   19.7372  -15.3909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7375  -16.2137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5203  -16.4664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0013  -15.7998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3700  -13.0162    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.0405  -13.6508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7742  -14.0189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4578  -13.5711    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.8202  -14.8389    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.9504  -15.4347    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.6019  -16.6262    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.8904  -16.2171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1782  -16.6251    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.8911  -15.3957    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.4709  -16.2159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3541  -12.7612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9250  -12.1658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1657  -13.9936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7419  -12.2369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1882  -12.9243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9350  -13.7041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4837  -14.3133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2858  -14.1399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5363  -13.3559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9859  -12.7541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5780  -12.5053    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
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  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  1
M  END

Alternative Forms

1. Parent:

   

   ALA4525368

   ---

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]

Source

Source(1):

• Scientific Literature