1-(6-(6-(cyclopropylamino)-[1,2,4]triazolo[4,3-b]pyridazin-3-ylthio)benzo[d]thiazol-2-yl)-3-(2-morpholinoethyl)urea

ID: ALA4513820

PubChem CID: 46862135

Max Phase: Preclinical

Molecular Formula: C22H25N9O2S2

Molecular Weight: 511.64

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(NCCN1CCOCC1)Nc1nc2ccc(Sc3nnc4ccc(NC5CC5)nn34)cc2s1

Standard InChI:  InChI=1S/C22H25N9O2S2/c32-20(23-7-8-30-9-11-33-12-10-30)26-21-25-16-4-3-15(13-17(16)35-21)34-22-28-27-19-6-5-18(29-31(19)22)24-14-1-2-14/h3-6,13-14H,1-2,7-12H2,(H,24,29)(H2,23,25,26,32)

Standard InChI Key:  MRFFMALERXPRTF-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   21.2286  -14.4048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7128  -13.7574    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
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   22.1150  -15.7967    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.7636  -15.7250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5881  -15.6892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0312  -16.3852    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.6475  -17.1125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0871  -17.8064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9119  -17.7748    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.2953  -17.0431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8538  -16.3429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9830  -16.9601    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.7654  -17.7560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1817  -18.3391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9777  -18.5565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  0
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 18 19  2  0
 19 14  1  0
  2 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  2  0
 22 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 26 31  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 18 32  1  0
 32 33  1  0
 34 33  1  0
 35 34  1  0
 33 35  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4513820

   1-[6-[[6-(Cyclopropylamino)-[1,2,4]triazolo[4,3-b]pyridazin-3-yl]sulfanyl]-1,3-benzothiazol-2-yl]-3-(2-morpholin-4-ylethyl)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: 511.64

Molecular Weight (Monoisotopic): 511.1573

AlogP: 2.91

#Rotatable Bonds: 8

Polar Surface Area: 121.60

Molecular Species: NEUTRAL

HBA: 11

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 11

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 7.80

CX Basic pKa: 6.02

CX LogP: 2.75

CX LogD: 2.69

Aromatic Rings: 4

Heavy Atoms: 35

QED Weighted: 0.33

Np Likeness Score: -3.03

References

1. Ugolini A, Kenigsberg M, Rak A, Vallée F, Houtmann J, Lowinski M, Capdevila C, Khider J, Albert E, Martinet N, Nemecek C, Grapinet S, Bacqué E, Roesner M, Delaisi C, Calvet L, Bonche F, Semiond D, Egile C, Goulaouic H, Schio L..  (2016)  Discovery and Pharmacokinetic and Pharmacological Properties of the Potent and Selective MET Kinase Inhibitor 1-{6-[6-(4-Fluorophenyl)-[1,2,4]triazolo[4,3-b]pyridazin-3-ylsulfanyl]benzothiazol-2-yl}-3-(2-morpholin-4-ylethyl)urea (SAR125844).,  59  (15): [PMID:27355974] [10.1021/acs.jmedchem.6b00280]

Source

Source(1):

• Scientific Literature