NA

ID: ALA4088154

PubChem CID: 70290375

Max Phase: Preclinical

Molecular Formula: C32H32N4O4

Molecular Weight: 536.63

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc2cc(C)c1CCOC(=O)Nc1cccc(c1)[C@H]1CCCN1C(=O)[C@@H]2Nc1ccc2cc[nH]c(=O)c2c1

Standard InChI:  InChI=1S/C32H32N4O4/c1-19-15-23-16-20(2)26(19)11-14-40-32(39)35-24-6-3-5-22(17-24)28-7-4-13-36(28)31(38)29(23)34-25-9-8-21-10-12-33-30(37)27(21)18-25/h3,5-6,8-10,12,15-18,28-29,34H,4,7,11,13-14H2,1-2H3,(H,33,37)(H,35,39)/t28-,29-/m1/s1

Standard InChI Key:  PRWDXIMAKHXALE-FQLXRVMXSA-N

Molfile:  

     RDKit          2D

 41 46  0  0  0  0  0  0  0  0999 V2000
   13.3433  -12.8029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9023  -11.1604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3473  -12.4085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9135  -12.8090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7725  -13.6381    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.9003  -10.3333    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6326  -14.0412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4858  -14.0526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6309  -13.6391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7751  -14.8704    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6192  -11.5684    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1999  -13.6398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0534  -10.3398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5206  -11.1473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6310  -12.8080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9178  -13.6335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0570  -11.1669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4882  -12.7680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1917  -11.5750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4848  -14.8753    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5893  -11.1570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3446  -13.6314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4681   -9.7289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7775  -14.0476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7725  -11.5800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3405  -11.5845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4527  -12.3822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7749  -12.7738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9142  -14.0496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2051  -14.0442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2017  -12.8134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6254  -12.3913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7738  -12.4017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9116  -12.3995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3456  -14.0510    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.0609  -12.8129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4903  -13.6324    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.0629  -13.6357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2333  -13.1935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7821  -14.6215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9898  -14.8319    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 16  7  2  0
 38 24  1  0
 37 18  1  0
 17 26  1  0
  8 20  2  0
 29  9  2  0
 13 23  1  0
 38 36  1  6
 30 16  1  0
 25 14  1  0
 31 12  2  0
 28 27  2  0
 11  2  1  0
  8  5  1  0
  3 36  1  0
 35 38  1  0
 17 13  1  0
 31 27  1  0
 33 25  1  0
 12 29  1  0
  5 28  1  0
  9 15  1  0
  6 23  1  0
  1 32  1  0
 15 34  2  0
  4 16  1  0
 24 37  1  0
 26 21  1  0
 32 11  1  0
 24 10  2  0
 26  3  2  0
 25 17  2  0
 34 31  1  0
 32  4  2  0
  2  6  1  0
  7 22  1  0
 36 33  2  0
 12  8  1  0
 22  1  2  0
  9 35  1  0
  2 19  2  0
 37 30  1  0
 18 39  1  0
 30 40  1  0
 40 39  1  0
 30 41  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA4088154

   (2R,8R)-20,23-dimethyl-2-[(1-oxo-2H-isoquinolin-7-yl)amino]-16-oxa-4,14-diazatetracyclo[17.2.2.19,13.04,8]tetracosa-1(22),9(24),10,12,19(23),20-hexaene-3,15-dione

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: 536.63

Molecular Weight (Monoisotopic): 536.2424

AlogP: 5.77

#Rotatable Bonds: 2

Polar Surface Area: 103.53

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.54

CX Basic pKa: 0.51

CX LogP: 4.97

CX LogD: 4.97

Aromatic Rings: 4

Heavy Atoms: 40

QED Weighted: 0.30

Np Likeness Score: -0.05

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