(S)-1-(2-(Cyclopropylmethoxy)propyl)-3-(4-methyl-5-(pyridin-4-ylethynyl)thiazol-2-yl)urea

ID: ALA4744017

PubChem CID: 59615748

Max Phase: Preclinical

Molecular Formula: C19H22N4O2S

Molecular Weight: 370.48

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1nc(NC(=O)NC[C@H](C)OCC2CC2)sc1C#Cc1ccncc1

Standard InChI:  InChI=1S/C19H22N4O2S/c1-13(25-12-16-3-4-16)11-21-18(24)23-19-22-14(2)17(26-19)6-5-15-7-9-20-10-8-15/h7-10,13,16H,3-4,11-12H2,1-2H3,(H2,21,22,23,24)/t13-/m0/s1

Standard InChI Key:  MUCBGWQDHLDMPA-ZDUSSCGKSA-N

Molfile:  

 
     RDKit          2D

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    7.8267  -19.1769    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    8.6526  -19.1769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9084  -18.3918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2417  -17.9029    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.5753  -18.3918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6944  -18.1390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7895  -18.1382    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1750  -18.6883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3461  -19.4961    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1396  -19.8448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6219  -20.5101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1082  -21.1796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3939  -18.4330    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7824  -18.9818    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0013  -18.7265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3898  -19.2752    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6087  -19.0199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9971  -19.5687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1945  -19.7396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7432  -20.3513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7706  -21.9335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2562  -22.6026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0800  -22.5165    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.4160  -21.7556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9283  -21.0897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8319  -17.9224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  1  1  0
  3  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  2  0
 10 11  3  0
  2 10  1  0
 11 12  1  0
  8 13  1  0
 13 14  1  0
 15 14  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 19 18  1  0
 20 19  1  0
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 12 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 12  1  0
 15 26  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA4744017

   1-[(2S)-2-(cyclopropylmethoxy)propyl]-3-[4-methyl-5-(2-pyridin-4-ylethynyl)-1,3-thiazol-2-yl]urea

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: 370.48

Molecular Weight (Monoisotopic): 370.1463

AlogP: 3.18

#Rotatable Bonds: 6

Polar Surface Area: 76.14

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.89

CX Basic pKa: 4.47

CX LogP: 2.76

CX LogD: 2.65

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.77

Np Likeness Score: -1.57

References

1. Bandarage UK,Aronov AM,Cao J,Come JH,Cottrell KM,Davies RJ,Giroux S,Jacobs M,Mahajan S,Messersmith D,Moody CS,Swett R,Xu J.  (2021)  Discovery of a Novel Series of Potent and Selective Alkynylthiazole-Derived PI3Kγ Inhibitors.,  12  (1): [PMID:33488974] [10.1021/acsmedchemlett.0c00573]

Source

Source(1):

• Scientific Literature