(23aS)-18-[(3S)-3-Aminopyrrolidin-1-yl]-8,16-dimethyl-1,3,4,13,14,15,16,23a-octahydro-2H,6H,12H-23,20-(metheno)pyrido[2,1-k]pyrimido[6,1-g][1,6,8,9,12]benzoxatetraazacyclopentadecin-6-one

ID: ALA4640616

PubChem CID: 156015929

Max Phase: Preclinical

Molecular Formula: C28H37N7O2

Molecular Weight: 503.65

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccc2c(c1)C(=O)N1CCCC[C@H]1c1cc3nc(N4CC[C@H](N)C4)cc(n3n1)N(C)CCCCO2

Standard InChI:  InChI=1S/C28H37N7O2/c1-19-8-9-24-21(15-19)28(36)34-12-4-3-7-23(34)22-16-26-30-25(33-13-10-20(29)18-33)17-27(35(26)31-22)32(2)11-5-6-14-37-24/h8-9,15-17,20,23H,3-7,10-14,18,29H2,1-2H3/t20-,23-/m0/s1

Standard InChI Key:  RNKULGCYSCGYOZ-REWPJTCUSA-N

Molfile:  

 
     RDKit          2D

 37 42  0  0  0  0  0  0  0  0999 V2000
   44.0823  -21.7084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.0811  -22.5359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.7959  -22.9487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.5123  -22.5354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.5095  -21.7048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.7941  -21.2957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.3677  -21.2961    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   42.6532  -21.7088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.9387  -21.2964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.5101  -22.9469    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.5103  -23.7718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.7934  -24.1808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.7933  -25.0050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.5084  -25.4182    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.2219  -24.1781    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.2261  -24.9966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.0057  -25.2454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.4834  -24.5808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.9988  -23.9213    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   43.3084  -24.5765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.7247  -25.2889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.4830  -22.9917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.7172  -23.8599    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   46.2275  -22.9468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.0821  -25.4193    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.3285  -25.0836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.7763  -25.6966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.1886  -26.4112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.9956  -26.2398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9559  -25.6101    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.2245  -22.5342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.5496  -25.2845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.5418  -23.8853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.2243  -21.7091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.7956  -22.5345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.9584  -24.5679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.6945  -22.7233    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  1  7  1  0
  7  8  1  0
  8  9  1  0
  9 34  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 16  1  0
 15 11  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 15  1  0
 20 18  1  0
 20 21  1  1
  2 22  1  0
 20 23  1  0
 23 22  1  0
  4 24  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 25  1  0
 13 25  1  0
 27 30  1  6
 10 31  1  0
 21 32  1  0
 23 33  1  0
 31 34  1  0
 10 35  1  0
 33 36  1  0
 32 36  1  0
 22 37  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4640616

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 503.65

Molecular Weight (Monoisotopic): 503.3009

AlogP: 3.55

#Rotatable Bonds: 1

Polar Surface Area: 92.23

Molecular Species: BASE

HBA: 8

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 9.83

CX LogP: 3.63

CX LogD: 1.30

Aromatic Rings: 3

Heavy Atoms: 37

QED Weighted: 0.54

Np Likeness Score: -0.99

References

1. Yamaguchi-Sasaki T, Tokura S, Ogata Y, Kawaguchi T, Sugaya Y, Takahashi R, Iwakiri K, Abe-Kumasaka T, Yoshida I, Arikawa K, Sugiyama H, Kanuma K..  (2020)  Discovery of a Potent Dual Inhibitor of Wild-Type and Mutant Respiratory Syncytial Virus Fusion Proteins.,  11  (6): [PMID:32550994] [10.1021/acsmedchemlett.0c00008]

2. Yamaguchi-Sasaki T,Kawaguchi T,Okada A,Tokura S,Tanaka-Yamamoto N,Takeuchi T,Ogata Y,Takahashi R,Kurimoto-Tsuruta R,Tamaoki T,Sugaya Y,Abe-Kumasaka T,Arikawa K,Yoshida I,Sugiyama H,Kanuma K,Yoshinaga M.  (2020)  Discovery of a potent dual inhibitor of wild-type and mutant respiratory syncytial virus fusion proteins through the modulation of atropisomer interconversion properties.,  28  (24): [PMID:33190073] [10.1016/j.bmc.2020.115818]

Source

Source(1):

• Scientific Literature