(R)-4-amino-N-(1-(hydroxyamino)-4-methyl-1-oxopentan-2-yl)-1-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)piperidine-4-carboxamide hydrochloride

ID: ALA4860306

PubChem CID: 164618116

Max Phase: Preclinical

Molecular Formula: C18H28ClN7O3

Molecular Weight: 389.46

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)C[C@@H](NC(=O)C1(N)CCN(c2ncnc3[nH]ccc23)CC1)C(=O)NO.Cl

Standard InChI:  InChI=1S/C18H27N7O3.ClH/c1-11(2)9-13(16(26)24-28)23-17(27)18(19)4-7-25(8-5-18)15-12-3-6-20-14(12)21-10-22-15;/h3,6,10-11,13,28H,4-5,7-9,19H2,1-2H3,(H,23,27)(H,24,26)(H,20,21,22);1H/t13-;/m1./s1

Standard InChI Key:  SXTZTWBCXVRWOK-BTQNPOSSSA-N

Molfile:  

     RDKit          2D

 29 30  0  0  0  0  0  0  0  0999 V2000
   19.7991  -17.5291    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   20.5331  -16.2790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7081  -16.2790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1206  -16.9935    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.1401  -14.2165    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.5701  -15.0433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5673  -14.2129    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.8519  -13.8037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8537  -15.4567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1375  -15.0406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5204  -15.5932    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.8553  -16.3509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6793  -16.2664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2853  -15.4547    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.2823  -16.2799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9933  -16.6912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7102  -15.4551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9946  -15.0393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9456  -16.9935    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.9456  -15.5646    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.7706  -15.5646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1831  -14.8501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1831  -16.2790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7706  -16.9935    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.0081  -16.2790    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.4206  -16.9935    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.0081  -14.8501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4206  -14.1356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4206  -15.5646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0
  4  3  1  0
  5 10  2  0
  9  6  2  0
  6  7  1  0
  7  8  2  0
  8  5  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13  9  1  0
  6 14  1  0
 14 15  1  0
 14 18  1  0
 15 16  1  0
 16  3  1  0
  3 17  1  0
 17 18  1  0
  2 19  2  0
  2 20  1  0
 21 20  1  6
 21 22  1  0
 21 23  1  0
 23 24  2  0
 23 25  1  0
 25 26  1  0
 22 27  1  0
 27 28  1  0
 27 29  1  0
M  END

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: 389.46

Molecular Weight (Monoisotopic): 389.2175

AlogP: 0.29

#Rotatable Bonds: 6

Polar Surface Area: 149.26

Molecular Species: NEUTRAL

HBA: 7

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 8.72

CX Basic pKa: 7.94

CX LogP: -0.35

CX LogD: -0.73

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.35

Np Likeness Score: -0.48

References

1. Liu Q, Dong H, Zhao W, Zhang G, Li S, Xu Q, Zhang Y..  (2021)  Design, Synthesis, and Biological Evaluation of APN and AKT Dual-Target Inhibitors.,  12  (12.0): [PMID:34917257] [10.1021/acsmedchemlett.1c00504]

Source

Source(1):

• Scientific Literature