Methyl ((4-(4-((2-ethyl-5,7-dimethyl-3H-imidazo[4,5-b]pyridin-3-yl)methyl)phenyl)-2-propylthiazol-5-yl)sulfonyl)carbamate

ID: ALA5191326

PubChem CID: 168289415

Max Phase: Preclinical

Molecular Formula: C25H29N5O4S2

Molecular Weight: 527.67

Names and Identifiers

Canonical SMILES:  CCCc1nc(-c2ccc(Cn3c(CC)nc4c(C)cc(C)nc43)cc2)c(S(=O)(=O)NC(=O)OC)s1

Standard InChI:  InChI=1S/C25H29N5O4S2/c1-6-8-20-28-22(24(35-20)36(32,33)29-25(31)34-5)18-11-9-17(10-12-18)14-30-19(7-2)27-21-15(3)13-16(4)26-23(21)30/h9-13H,6-8,14H2,1-5H3,(H,29,31)

Standard InChI Key:  NTPPXKUWVLDJKC-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 36 39  0  0  0  0  0  0  0  0999 V2000
   -0.6002   -2.5447    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4253   -2.5494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9064   -3.2195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7273   -3.1381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2084   -3.8083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6848   -1.7663    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0202   -1.2776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0249   -0.4526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7417   -0.0442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7465    0.7806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0344    1.1973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0391    2.0223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3271    2.4389    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2455    3.2597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8618    3.8083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6450    3.5488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5602    3.4360    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9769    2.7239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4284    2.1076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6879    1.3246    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4958    1.1577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0442    1.7739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7848    2.5571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3333    3.1732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7553    0.3746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3176    0.7888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3128   -0.0359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3499   -1.7586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4471   -1.5451    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.0306   -2.1286    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8278   -1.9150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4113   -2.4985    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0414   -1.1178    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2084   -2.2849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8605   -0.8291    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0345   -0.8291    0.0000 O   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
  2  6  2  0
  6  7  1  0
  7  8  1  0
  9  8  2  0
 10  9  1  0
 11 10  2  0
 11 12  1  0
 12 13  1  0
 14 13  1  0
 14 15  1  0
 15 16  1  0
 14 17  2  0
 17 18  1  0
 18 19  2  0
 19 13  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 18 23  1  0
 22 23  2  0
 23 24  1  0
 21 25  1  0
 26 11  1  0
 27 26  2  0
  8 27  1  0
  7 28  2  0
 28  1  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 31 33  2  0
 32 34  1  0
 29 35  2  0
 29 36  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA5191326

   ---

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: 527.67

Molecular Weight (Monoisotopic): 527.1661

AlogP: 4.78

#Rotatable Bonds: 8

Polar Surface Area: 116.07

Molecular Species: ACID

HBA: 9

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 4.61

CX Basic pKa: 3.42

CX LogP: 4.97

CX LogD: 4.23

Aromatic Rings: 4

Heavy Atoms: 36

QED Weighted: 0.35

Np Likeness Score: -1.45

References

1. Gopalan G, Palo-Nieto C, Petersen NN, Hallberg M, Larhed M..  (2022)  Angiotensin II AT2 receptor ligands with phenylthiazole scaffolds.,  65  [PMID:35550979] [10.1016/j.bmc.2022.116790]

Source

Source(1):

• Scientific Literature