(5S,11R)-11-(1-Amino-4-fluoro-isoquinolin-6-ylamino)-16-cyclopropanesulfonyl-7-(2,2-difluoro-ethoxy)-5,13-dimethyl-2,13-diaza-tricyclo[13.3.1.1(6,10)]icosa-1(18),6,8,10(20),15(19),16-hexaene-3,12-dione

ID: ALA3978462

PubChem CID: 117749867

Max Phase: Preclinical

Molecular Formula: C34H34F3N5O5S

Molecular Weight: 681.74

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@H]1CC(=O)Nc2ccc(S(=O)(=O)C3CC3)c(c2)CN(C)C(=O)[C@H](Nc2ccc3c(N)ncc(F)c3c2)c2ccc(OCC(F)F)c1c2

Standard InChI:  InChI=1S/C34H34F3N5O5S/c1-18-11-31(43)40-21-5-10-29(48(45,46)23-6-7-23)20(12-21)16-42(2)34(44)32(19-3-9-28(25(18)13-19)47-17-30(36)37)41-22-4-8-24-26(14-22)27(35)15-39-33(24)38/h3-5,8-10,12-15,18,23,30,32,41H,6-7,11,16-17H2,1-2H3,(H2,38,39)(H,40,43)/t18-,32+/m0/s1

Standard InChI Key:  UWAQLEGUXYPPDC-HYHKQLJDSA-N

Molfile:  

     RDKit          2D

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M  END

Alternative Forms

1. Parent:

   

   ALA3978462

   CID 117749867

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: 681.74

Molecular Weight (Monoisotopic): 681.2233

AlogP: 5.79

#Rotatable Bonds: 7

Polar Surface Area: 143.72

Molecular Species: NEUTRAL

HBA: 8

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 10

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.77

CX Basic pKa: 7.53

CX LogP: 3.65

CX LogD: 3.60

Aromatic Rings: 4

Heavy Atoms: 48

QED Weighted: 0.22

Np Likeness Score: -0.49

References

1. Richter JM, Cheney DL, Bates JA, Wei A, Luettgen JM, Rendina AR, Harper TM, Narayanan R, Wong PC, Seiffert D, Wexler RR, Priestley ES..  (2017)  Design and Synthesis of Novel Meta-Linked Phenylglycine Macrocyclic FVIIa Inhibitors.,  8  (1): [PMID:28105277] [10.1021/acsmedchemlett.6b00375]

Source

Source(1):

• Scientific Literature