[(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 ethyl ester

ID: ALA4066874

PubChem CID: 25171674

Max Phase: Preclinical

Molecular Formula: C33H34N4O6

Molecular Weight: 582.66

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCOC(=O)C[C@H]1NC(=O)[C@H](Nc2ccc3cc[nH]c(=O)c3c2)c2cc(C)c(c(C)c2)CCOC(=O)Nc2cccc1c2

Standard InChI:  InChI=1S/C33H34N4O6/c1-4-42-29(38)18-28-22-6-5-7-24(16-22)36-33(41)43-13-11-26-19(2)14-23(15-20(26)3)30(32(40)37-28)35-25-9-8-21-10-12-34-31(39)27(21)17-25/h5-10,12,14-17,28,30,35H,4,11,13,18H2,1-3H3,(H,34,39)(H,36,41)(H,37,40)/t28-,30-/m1/s1

Standard InChI Key:  HOFCWBQBUKWVBU-PQHLKRTFSA-N

Molfile:  

     RDKit          2D

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M  END

Alternative Forms

1. Parent:

   

   ALA4066874

   ethyl 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]acetate

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: 582.66

Molecular Weight (Monoisotopic): 582.2478

AlogP: 5.21

#Rotatable Bonds: 5

Polar Surface Area: 138.62

Molecular Species: NEUTRAL

HBA: 7

HBD: 4

#RO5 Violations: 2

HBA (Lipinski): 10

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 11.67

CX Basic pKa: 0.27

CX LogP: 4.55

CX LogD: 4.55

Aromatic Rings: 4

Heavy Atoms: 43

QED Weighted: 0.24

Np Likeness Score: 0.02

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