benzyl 1-ethyl-7-methyl-2,4-dioxo-5-p-tolyl-1,2,3,4,5,8-hexahydropyrido[2,3-d]pyrimidine-6-carboxylate

ID: ALA4086644

PubChem CID: 137643860

Max Phase: Preclinical

Molecular Formula: C25H25N3O4

Molecular Weight: 431.49

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCn1c2c(c(=O)[nH]c1=O)C(c1ccc(C)cc1)C(C(=O)OCc1ccccc1)=C(C)N2

Standard InChI:  InChI=1S/C25H25N3O4/c1-4-28-22-21(23(29)27-25(28)31)20(18-12-10-15(2)11-13-18)19(16(3)26-22)24(30)32-14-17-8-6-5-7-9-17/h5-13,20,26H,4,14H2,1-3H3,(H,27,29,31)

Standard InChI Key:  RVYKPIDWJIKYLX-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 32 35  0  0  0  0  0  0  0  0999 V2000
   15.8276  -16.7011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1026  -16.2996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1026  -15.4806    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.3933  -15.0789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6872  -15.4923    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.9663  -15.0907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2676  -15.5082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9663  -14.2758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2528  -13.8701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2528  -13.0510    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.5508  -14.2875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.5508  -15.1067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6724  -13.8583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6724  -13.0393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9399  -12.6377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9399  -11.8186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6460  -11.4012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6460  -10.5821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3669  -11.8028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3669  -12.6218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3933  -14.2599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0878  -13.8425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0878  -13.0234    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.8087  -14.2440    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.8087  -15.0630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5222  -15.4647    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.8431  -15.5152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1372  -15.1034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4300  -15.5114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4295  -16.3294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1422  -16.7379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8465  -16.3276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  6  5  1  0
  6  7  1  0
  8  6  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 13  8  1  0
 13 14  1  0
 14 15  1  0
 16 15  2  0
 17 16  1  0
 17 18  1  0
 19 17  2  0
 20 19  1  0
 14 20  2  0
 21 13  1  0
  4 21  2  0
 22 21  1  0
 22 23  2  0
 24 22  1  0
 25 24  1  0
  3 25  1  0
 25 26  2  0
 12 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 32 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4086644

   ---

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: 431.49

Molecular Weight (Monoisotopic): 431.1845

AlogP: 3.44

#Rotatable Bonds: 5

Polar Surface Area: 93.19

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.88

CX Basic pKa: ┄

CX LogP: 3.58

CX LogD: 3.58

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.60

Np Likeness Score: -0.93

References

1. Ayoub AM, Hawk LML, Herzig RJ, Jiang J, Wisniewski AJ, Gee CT, Zhao P, Zhu JY, Berndt N, Offei-Addo NK, Scott TG, Qi J, Bradner JE, Ward TR, Schönbrunn E, Georg GI, Pomerantz WCK..  (2017)  BET Bromodomain Inhibitors with One-Step Synthesis Discovered from Virtual Screen.,  60  (12): [PMID:28535045] [10.1021/acs.jmedchem.6b01336]

Source

Source(1):

• Scientific Literature