N-(2-(pyrrolidin-1-yl)ethyl)-3-(6-(thiophen-2-yl)imidazo[1,2-b]pyridazin-3-yl)benzamide

ID: ALA4218994

PubChem CID: 145970542

Max Phase: Preclinical

Molecular Formula: C23H23N5OS

Molecular Weight: 417.54

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(NCCN1CCCC1)c1cccc(-c2cnc3ccc(-c4cccs4)nn23)c1

Standard InChI:  InChI=1S/C23H23N5OS/c29-23(24-10-13-27-11-1-2-12-27)18-6-3-5-17(15-18)20-16-25-22-9-8-19(26-28(20)22)21-7-4-14-30-21/h3-9,14-16H,1-2,10-13H2,(H,24,29)

Standard InChI Key:  BAUFNDUBRRNESI-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   13.1163  -10.1241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8216  -10.5286    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.8216   -8.8942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5269   -9.3069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5314  -10.1206    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.3064  -10.3687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7813   -9.7069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2994   -9.0513    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.4116  -10.5360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6646  -10.2047    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
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   12.3273  -11.3488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3052  -11.1850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5955  -11.5923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5944  -12.4087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   16.0103  -11.5914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8861  -12.8163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1790  -12.4067    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.8850  -13.6335    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.4707  -12.8143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7636  -12.4047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0553  -12.8123    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.3112  -12.4814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7636  -13.0880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1712  -13.7963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9707  -13.6274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
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  2  3  2  0
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  5  4  1  0
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  6  7  1  0
  7  8  2  0
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 14 10  2  0
  2 10  1  0
 15 16  2  0
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 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 15  1  0
  7 15  1  0
 17 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
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4218994

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 417.54

Molecular Weight (Monoisotopic): 417.1623

AlogP: 3.95

#Rotatable Bonds: 6

Polar Surface Area: 62.53

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 8.32

CX LogP: 3.53

CX LogD: 2.56

Aromatic Rings: 4

Heavy Atoms: 30

QED Weighted: 0.52

Np Likeness Score: -2.31

References

1. Koltun DO, Parkhill EQ, Kalla R, Perry TD, Elzein E, Li X, Simonovich SP, Ziebenhaus C, Hansen TR, Marchand B, Hung WK, Lagpacan L, Hung M, Aoyama RG, Murray BP, Perry JK, Somoza JR, Villaseñor AG, Pagratis N, Zablocki JA..  (2018)  Discovery of potent and selective inhibitors of calmodulin-dependent kinase II (CaMKII).,  28  (3): [PMID:29254643] [10.1016/j.bmcl.2017.10.040]

Source

Source(1):

• Scientific Literature