(R)-7-Ethanesulfonyl-4-methyl-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-hexaene-3,12-dione

ID: ALA4077853

PubChem CID: 137650038

Max Phase: Preclinical

Molecular Formula: C30H30N4O6S

Molecular Weight: 574.66

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCS(=O)(=O)c1ccc2cc1CN(C)C(=O)[C@H](Nc1ccc3cc[nH]c(=O)c3c1)c1ccc(cc1)CCOC(=O)N2

Standard InChI:  InChI=1S/C30H30N4O6S/c1-3-41(38,39)26-11-10-23-16-22(26)18-34(2)29(36)27(21-6-4-19(5-7-21)13-15-40-30(37)33-23)32-24-9-8-20-12-14-31-28(35)25(20)17-24/h4-12,14,16-17,27,32H,3,13,15,18H2,1-2H3,(H,31,35)(H,33,37)/t27-/m1/s1

Standard InChI Key:  OGQMEBCFZZRVNB-HHHXNRCGSA-N

Molfile:  

     RDKit          2D

 41 45  0  0  0  0  0  0  0  0999 V2000
   13.8197  -13.3408    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.0024  -13.3408    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   13.4110  -14.0486    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.7135  -11.2867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2722   -9.6438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7165  -10.8921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2834  -11.2928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1408  -12.1221    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.2702   -8.8165    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.0027  -12.5252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8543  -12.5366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9999  -12.1231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1445  -13.3546    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.9893  -10.0519    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5686  -12.1238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4227   -8.8230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0000  -11.2918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2877  -12.1174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4263   -9.6503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5614  -10.0585    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8533  -13.3595    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.7148  -12.1153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8377   -8.2120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1469  -12.5316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1419  -10.0635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7097  -10.0680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8212  -10.8658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1432  -11.2576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2830  -12.5336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5748  -12.5282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5704  -11.2972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9955  -10.8749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1432  -10.8853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2804  -10.8831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7148  -12.5350    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.4302  -11.2967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8599  -12.1163    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.4322  -12.1197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2974  -13.7526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2990  -14.5699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8580  -11.2913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
 18 10  2  0
 38 24  1  0
 19 26  1  0
 11 21  2  0
 29 12  2  0
 16 23  1  0
 38 36  1  6
 30 18  1  0
 31 15  2  0
 28 27  2  0
 14  5  1  0
 11  8  1  0
  6 36  1  0
 35 38  1  0
 19 16  1  0
 31 27  1  0
 33 25  1  0
 15 29  1  0
  8 28  1  0
 12 17  1  0
  9 23  1  0
  4 32  1  0
 17 34  2  0
  7 18  1  0
 24 37  1  0
 32 14  1  0
 24 13  2  0
 26  6  2  0
 25 19  2  0
 34 31  1  0
 32  7  2  0
  5  9  1  0
 10 22  1  0
 36 33  2  0
 15 11  1  0
 22  4  2  0
 12 35  1  0
  5 20  2  0
 37 30  1  0
 10  2  1  0
  2 39  1  0
 39 40  1  0
 37 41  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4077853

   ---

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: 574.66

Molecular Weight (Monoisotopic): 574.1886

AlogP: 4.24

#Rotatable Bonds: 4

Polar Surface Area: 137.67

Molecular Species: NEUTRAL

HBA: 7

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.34

CX Basic pKa: 0.49

CX LogP: 2.82

CX LogD: 2.82

Aromatic Rings: 4

Heavy Atoms: 41

QED Weighted: 0.33

Np Likeness Score: -0.23

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