5-(3-(tert-butyl)ureido)-1-(2-((2-((3-chloro-2-fluorobenzyl)amino)-2-oxoethyl)(cyclopropyl)amino)-2-oxoethyl)-1H-indazole-3-carboxamide

ID: ALA5220585

PubChem CID: 130299683

Max Phase: Preclinical

Molecular Formula: C27H31ClFN7O4

Molecular Weight: 572.04

Names and Identifiers

Canonical SMILES:  CC(C)(C)NC(=O)Nc1ccc2c(c1)c(C(N)=O)nn2CC(=O)N(CC(=O)NCc1cccc(Cl)c1F)C1CC1

Standard InChI:  InChI=1S/C27H31ClFN7O4/c1-27(2,3)33-26(40)32-16-7-10-20-18(11-16)24(25(30)39)34-36(20)14-22(38)35(17-8-9-17)13-21(37)31-12-15-5-4-6-19(28)23(15)29/h4-7,10-11,17H,8-9,12-14H2,1-3H3,(H2,30,39)(H,31,37)(H2,32,33,40)

Standard InChI Key:  GMYHAAHBTSBLRX-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 40 43  0  0  0  0  0  0  0  0999 V2000
    5.4421    1.4759    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.4482    0.6509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7367    0.2333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0193    0.6405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3079    0.2229    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5903    0.6301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5844    1.4549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8791    0.2124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1616    0.6196    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1616    1.4444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5749    2.1603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7500    2.1594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4503    0.2018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2670    0.6090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9784    0.1913    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7234    0.5740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9428    1.3692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7383    1.5769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3174    0.9896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0972    0.1912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2982   -0.0115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9139   -0.7315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0996   -0.6004    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3211   -1.4490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1460   -1.4549    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9034   -2.1603    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4564   -0.6230    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7428   -0.5949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4622   -0.9977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1692   -0.5808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1632    0.2443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8745    0.6620    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -4.1142    1.2031    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6975    0.6198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4944    0.8333    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4840   -0.1770    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0777    0.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8745    0.4634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8642   -0.5467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6611   -0.3333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  2  3  2  0
  4  3  1  0
  5  4  1  0
  6  5  1  0
  6  7  2  0
  8  6  1  0
  9  8  1  0
 10  9  1  0
 10 11  1  0
 11 12  1  0
 10 12  1  0
 13  9  1  0
 14 13  1  0
 15 14  1  0
 16 15  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
 21 22  1  0
 15 23  1  0
 22 23  2  0
 22 24  1  0
 24 25  1  0
 24 26  2  0
 13 27  2  0
  3 28  1  0
 28 29  2  0
 29 30  1  0
 31  2  1  0
 30 31  2  0
 31 32  1  0
 19 33  1  0
 33 34  1  0
 34 35  1  0
 34 36  2  0
 35 37  1  0
 37 38  1  0
 37 39  1  0
 37 40  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5220585

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 572.04

Molecular Weight (Monoisotopic): 571.2110

AlogP: 3.16

#Rotatable Bonds: 9

Polar Surface Area: 151.45

Molecular Species: NEUTRAL

HBA: 6

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 13.02

CX Basic pKa: ┄

CX LogP: 1.79

CX LogD: 1.79

Aromatic Rings: 3

Heavy Atoms: 40

QED Weighted: 0.31

Np Likeness Score: -2.19

References

1. Zhang W, Wu M, Vadlakonda S, Juarez L, Cheng X, Muppa S, Chintareddy V, Vogeti L, Kellogg-Yelder D, Williams J, Polach K, Chen X, Raman K, Babu YS, Kotian P..  (2022)  Scaffold hopping via ring opening enables identification of acyclic compounds as new complement Factor D inhibitors.,  74  [PMID:36272185] [10.1016/j.bmc.2022.117034]

Source

Source(1):

• Scientific Literature