(S)-4-(5-chloro-2-(isopropylamino)pyrimidin-4-yl)-N-(1-(3-chlorophenyl)-2-hydroxyethyl)-1H-pyrrole-2-carboxamide

ID: ALA4571588

PubChem CID: 155562528

Max Phase: Preclinical

Molecular Formula: C20H21Cl2N5O2

Molecular Weight: 434.33

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)Nc1ncc(Cl)c(-c2c[nH]c(C(=O)N[C@H](CO)c3cccc(Cl)c3)c2)n1

Standard InChI:  InChI=1S/C20H21Cl2N5O2/c1-11(2)25-20-24-9-15(22)18(27-20)13-7-16(23-8-13)19(29)26-17(10-28)12-4-3-5-14(21)6-12/h3-9,11,17,23,28H,10H2,1-2H3,(H,26,29)(H,24,25,27)/t17-/m1/s1

Standard InChI Key:  ZSDNLFAQBBJCBR-QGZVFWFLSA-N

Molfile:  

 
     RDKit          2D

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    3.1559   -1.5188    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1548   -2.3383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8628   -2.7473    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5725   -2.3378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5696   -1.5152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8610   -1.1099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4467   -2.7464    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4461   -3.5635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7381   -3.9716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1535   -3.9727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2758   -1.1039    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    5.2813   -2.7429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3681   -3.5555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1677   -3.7241    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5752   -3.0157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0273   -2.4094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3877   -2.9290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8692   -3.5893    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.7189   -2.1819    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6817   -3.5025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1632   -4.1629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0129   -2.7555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8241   -2.6706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1553   -1.9244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6737   -1.2631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8572   -1.3529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5298   -2.0993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9679   -1.8380    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    9.9757   -4.0761    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  2  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
  5 11  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 12  1  0
  4 12  1  0
 15 17  1  0
 17 18  1  0
 17 19  2  0
 18 20  1  0
 20 21  1  1
 20 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 22  1  0
 24 28  1  0
 21 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4571588

   ---

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: 434.33

Molecular Weight (Monoisotopic): 433.1072

AlogP: 4.06

#Rotatable Bonds: 7

Polar Surface Area: 102.93

Molecular Species: NEUTRAL

HBA: 5

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.41

CX Basic pKa: 2.11

CX LogP: 3.38

CX LogD: 3.38

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.45

Np Likeness Score: -1.22

References

1. Ji D, Zhang L, Zhu Q, Bai Y, Wu Y, Xu Y..  (2019)  Discovery of potent, orally bioavailable ERK1/2 inhibitors with isoindolin-1-one structure by structure-based drug design.,  164  [PMID:30605831] [10.1016/j.ejmech.2018.12.040]

Source

Source(1):

• Scientific Literature