[(2R,5R)-17,20-Dimethyl-3,12-dioxo-2-(1-oxo-1,2-dihydro-isoquinolin-7-ylamino)-13-oxa-4,11-diaza-tricyclo[14.2.2.1*6,10*]henicosa-1(19),6,8,10(21),16(20),17-hexaen-5-yl]-acetic acid

ID: ALA4095879

PubChem CID: 59315479

Max Phase: Preclinical

Molecular Formula: C31H30N4O6

Molecular Weight: 554.60

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc2cc(C)c1CCOC(=O)Nc1cccc(c1)[C@@H](CC(=O)O)NC(=O)[C@@H]2Nc1ccc2cc[nH]c(=O)c2c1

Standard InChI:  InChI=1S/C31H30N4O6/c1-17-12-21-13-18(2)24(17)9-11-41-31(40)34-22-5-3-4-20(14-22)26(16-27(36)37)35-30(39)28(21)33-23-7-6-19-8-10-32-29(38)25(19)15-23/h3-8,10,12-15,26,28,33H,9,11,16H2,1-2H3,(H,32,38)(H,34,40)(H,35,39)(H,36,37)/t26-,28-/m1/s1

Standard InChI Key:  UDRFURNJHRNKMJ-IXCJQBJRSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA4095879

   2-[(2R,5R)-17,20-dimethyl-3,12-dioxo-2-[(1-oxo-2H-isoquinolin-7-yl)amino]-13-oxa-4,11-diazatricyclo[14.2.2.16,10]henicosa-1(19),6(21),7,9,16(20),17-hexaen-5-yl]acetic acid

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: 554.60

Molecular Weight (Monoisotopic): 554.2165

AlogP: 4.73

#Rotatable Bonds: 4

Polar Surface Area: 149.62

Molecular Species: ACID

HBA: 6

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.84

CX Basic pKa: 0.34

CX LogP: 4.05

CX LogD: 0.81

Aromatic Rings: 4

Heavy Atoms: 41

QED Weighted: 0.24

Np Likeness Score: 0.14

References

1. Wurtz NR, Parkhurst BL, DeLucca I, Glunz PW, Jiang W, Zhang X, Cheney DL, Bozarth JM, Rendina AR, Wei A, Harper T, Luettgen JM, Wu Y, Wong PC, Seiffert DA, Wexler RR, Priestley ES..  (2017)  Neutral macrocyclic factor VIIa inhibitors.,  27  (12): [PMID:28460818] [10.1016/j.bmcl.2017.04.008]

Source

Source(1):

• Scientific Literature