(R)-methyl 4-(N-((5-cyclohexylpyrazin-2-yl)methyl)-1-(perfluorophenylsulfonyl)azetidine-2-carboxamido)-3-fluorobenzoate

ID: ALA4751592

PubChem CID: 150563835

Max Phase: Preclinical

Molecular Formula: C29H26F6N4O5S

Molecular Weight: 656.60

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COC(=O)c1ccc(N(Cc2cnc(C3CCCCC3)cn2)C(=O)[C@H]2CCN2S(=O)(=O)c2c(F)c(F)c(F)c(F)c2F)c(F)c1

Standard InChI:  InChI=1S/C29H26F6N4O5S/c1-44-29(41)16-7-8-20(18(30)11-16)38(14-17-12-37-19(13-36-17)15-5-3-2-4-6-15)28(40)21-9-10-39(21)45(42,43)27-25(34)23(32)22(31)24(33)26(27)35/h7-8,11-13,15,21H,2-6,9-10,14H2,1H3/t21-/m1/s1

Standard InChI Key:  IKKKGQFAOCPSQY-OAQYLSRUSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4751592

   ---

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: 656.60

Molecular Weight (Monoisotopic): 656.1528

AlogP: 5.14

#Rotatable Bonds: 8

Polar Surface Area: 109.77

Molecular Species: NEUTRAL

HBA: 7

HBD: ┄

#RO5 Violations: 2

HBA (Lipinski): 9

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.84

CX Basic pKa: 0.65

CX LogP: 4.38

CX LogD: 4.38

Aromatic Rings: 3

Heavy Atoms: 45

QED Weighted: 0.14

Np Likeness Score: -1.16

References

1. Brotherton-Pleiss C,Yue P,Zhu Y,Nakamura K,Chen W,Fu W,Kubota C,Chen J,Alonso-Valenteen F,Mikhael S,Medina-Kauwe L,Tius MA,Lopez-Tapia F,Turkson J.  (2021)  Discovery of Novel Azetidine Amides as Potent Small-Molecule STAT3 Inhibitors.,  64  (1.0): [PMID:33352047] [10.1021/acs.jmedchem.0c01705]

Source

Source(1):

• Scientific Literature