(2-(4-((2-(((1-(3-hydroxypropyl)-1H-1,2,3-triazol-4-yl)methyl)amino)-6-morpholinopyrimidin-4-yl)amino)piperidin-1-yl)ethyl)phosphonic acid

ID: ALA5178696

PubChem CID: 164946903

Max Phase: Preclinical

Molecular Formula: C21H36N9O5P

Molecular Weight: 525.55

Names and Identifiers

Canonical SMILES:  O=P(O)(O)CCN1CCC(Nc2cc(N3CCOCC3)nc(NCc3cn(CCCO)nn3)n2)CC1

Standard InChI:  InChI=1S/C21H36N9O5P/c31-10-1-4-30-16-18(26-27-30)15-22-21-24-19(14-20(25-21)29-7-11-35-12-8-29)23-17-2-5-28(6-3-17)9-13-36(32,33)34/h14,16-17,31H,1-13,15H2,(H2,32,33,34)(H2,22,23,24,25)

Standard InChI Key:  YNGSKNHAZWDVCI-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 36 39  0  0  0  0  0  0  0  0999 V2000
    1.7951   -5.6299    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3007   -4.9780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9915   -4.2131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4973   -3.5569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1839   -2.7921    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6227   -2.0898    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0876   -1.4543    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3270   -1.7680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6206   -1.3291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6499   -0.5014    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0522   -0.0668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7836   -0.4555    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4899   -0.0208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2173   -0.4096    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9195    0.0291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6508   -0.3635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6760   -1.1912    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9738   -1.6258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2424   -1.2372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4606    0.8065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7292    1.1995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7040    2.0270    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0271    2.4158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7292    1.9769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4564    2.3698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4857    3.1932    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2173    3.5861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2424    4.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9738    4.8023    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    2.9989    5.6299    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2674    5.2413    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6760    4.3677    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7836    3.6321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0522    3.2433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0271    0.7604    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3813   -2.5914    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
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 14 19  1  0
 13 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 29 31  1  0
 29 32  2  0
 26 33  1  0
 33 34  1  0
 23 34  1  0
 21 35  2  0
 11 35  1  0
  8 36  2  0
  5 36  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5178696

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 525.55

Molecular Weight (Monoisotopic): 525.2577

AlogP: -0.05

#Rotatable Bonds: 12

Polar Surface Area: 174.02

Molecular Species: ZWITTERION

HBA: 12

HBD: 5

#RO5 Violations: 2

HBA (Lipinski): 14

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 1.77

CX Basic pKa: 9.66

CX LogP: -3.23

CX LogD: -3.24

Aromatic Rings: 2

Heavy Atoms: 36

QED Weighted: 0.23

Np Likeness Score: -1.74

References

1. Chen YF, Wu CH, Chen LH, Lee HW, Lee JC, Yeh TK, Chang JY, Chou MC, Wu HL, Lai YP, Song JS, Yeh KC, Chen CT, Lee CJ, Shia KS, Shen MR..  (2022)  Discovery of Potential Neuroprotective Agents against Paclitaxel-Induced Peripheral Neuropathy.,  65  (6.0): [PMID:35234475] [10.1021/acs.jmedchem.1c01912]

Source

Source(1):

• Scientific Literature