CompChem-Database: compound details

CompChem-Database: details for selected entry

DB12597 (10370)

Formula C₂₀H₁₈ClF₂N₅O₃

MW 449.85

InChIKey VOVZXURTCKPRDQ-PJQSKVNONA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 49

Number_Heavy_Atoms 31

Number_Rings 4

Number_Bonds 52

Rotat_Bonds 8

Unbranched_Chain 1

Chiral_Centers 1

ONatoms 8

HB_Donor 3

HB_Acceptor 4

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 8

Lipinski_Violations 0

XLogP3 0

XLogP 3.47

logP 3.6009

PSA 103.37

MR 113.265

ABS 0.55

Solubility insoluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -118.46908

PM7_Total_Energy_ev -5713.47185

PM7_Electronic_Energy_ev -42939.21876

PM7_Dipole_Debye 5.669

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.003

PM7_LUMO_Energy_ev -1.085

PM7_COSMO_Area_square_ang 421.46

PM7_COSMO_Volue_cubic_ang 482.11

PM7_Electron_Affinity_ev 1.085

PM7_Ionization_Energy_ev 9.003

PM7_Energy_Gap_ev 7.918

PM7_Global_Hardness_ev 3.959

PM7_Global_Softness_ev 0.2525890376357666

PM7_Chemical_Potential_ev -5.044

PM7_Electronigativity_ev 5.044

PM7_Back_Donation_Energy_ev -0.98975

PM7_Electrophilicity_ev 3.213177064915383

OPENEYE_Name ~{N}-[4-[chloro(difluoro)methoxy]phenyl]-6-[(1~{R},3~{R})-3-hydroxypyrrolidin-1-yl]-5-(1~{H}-pyrazol-5-yl)pyridine-3-carboxamide

SMILES c1cc(ccc1NC(=O)c2cc(c(nc2)N3CCC(C3)O)c4ccn[nH]4)OC(F)(F)Cl

Canonical_SMILES O[C@@H]1CCN(C1)c1ncc(cc1c1ccn[nH]1)C(=O)Nc1ccc(cc1)OC(Cl)(F)F

InChI 1/C20H18ClF2N5O3/c21-20(22,23)31-15-3-1-13(2-4-15)26-19(30)12-9-16(17-5-7-25-27-17)18(24-10-12)28-8-6-14(29)11-28/h1-5,7,9-10,14,29H,6,8,11H2,(H,25,27)(H,26,30)/f/h26-27H

InChI_3D 1S/C20H18ClF2N5O3/c21-20(22,23)31-15-3-1-13(2-4-15)26-19(30)12-9-16(17-5-7-25-27-17)18(24-10-12)28-8-6-14(29)11-28/h1-5,7,9-10,14,29H,6,8,11H2,(H,25,27)(H,26,30)/t14-/m1/s1

AuxInfo 1/1/N:1,2,3,4,5,16,7,17,6,8,18,10,11,19,12,9,13,14,15,20,31,29,30,21,22,25,23,24,27,26,28/E:(1,2)(3,4)(22,23)/F:m/E:m/rA:49cCCCCCCCCCCCCCCCCCCCCNNNNNOOOFFClHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;;s5;;d6;s6d8;s1d2;s3d4;d5s9;s9;s10;;s16;;s16s18;;s8d14;d7;s13s22;s14s17s18;s11s15;d15;s19;s12s20;s20;s20;s20;s1;s2;s3;s4;s5;s6;s7;s8;s16;s16;s17;s17;s18;s18;s19;s23;s25;s27;/rC:4.3302,.495,0;3.4605,-1.0063,0;5.2,-.0089,0;4.3303,-1.5102,0;-2.4838,-1.376,0;;-3.4619,-1.5839,0;.8675,1.5027,0;-.8675,.4975,0;.8675,.4975,0;3.4648,-.0063,0;5.2044,-1.014,0;-2.3818,-.3797,0;-.8675,1.5027,0;1.7328,-.0038,0;-3.9734,2.7037,0;-3.2991,1.9654,0;-2.4955,3.3718,0;-3.4766,3.5733,0;7.5855,-1.3924,0;0,2.0104,0;-3.9674,-.7206,0;-3.2969,.0275,0;-2.3856,2.3732,0;2.5995,.495,0;1.7313,-1.0038,0;-2.9459,5.2409,0;6.7187,-1.8912,0;7.0867,-.5257,0;8.0842,-2.2592,0;8.4522,-.8937,0;4.3302,.995,0;3.0268,-1.255,0;5.6326,.2418,0;4.3281,-2.0101,0;-2.1118,-1.7101,0;0,-.5,0;-3.6639,-2.0413,0;1.3012,1.7514,0;-4.3795,2.9954,0;-4.3057,2.3301,0;-3.7021,1.6694,0;-3.0478,1.5331,0;-1.9955,3.3746,0;-2.4463,3.8694,0;-3.9344,3.7742,0;-3.4014,.5164,0;2.6003,.995,0;-3.2828,5.6104,0;

Duplicates DB12597

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012500-0000012749/DB12597.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012500-0000012749/DB12597.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012500-0000012749/DB12597.sdf

Formula	C₂₀H₁₈ClF₂N₅O₃
MW	449.85
InChIKey	VOVZXURTCKPRDQ-PJQSKVNONA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	49
Number_Heavy_Atoms	31
Number_Rings	4
Number_Bonds	52
Rotat_Bonds	8
Unbranched_Chain	1
Chiral_Centers	1
ONatoms	8
HB_Donor	3
HB_Acceptor	4
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	8
Lipinski_Violations	0
XLogP3	0
XLogP	3.47
logP	3.6009
PSA	103.37
MR	113.265
ABS	0.55
Solubility	insoluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-118.46908
PM7_Total_Energy_ev	-5713.47185
PM7_Electronic_Energy_ev	-42939.21876
PM7_Dipole_Debye	5.669
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.003
PM7_LUMO_Energy_ev	-1.085
PM7_COSMO_Area_square_ang	421.46
PM7_COSMO_Volue_cubic_ang	482.11
PM7_Electron_Affinity_ev	1.085
PM7_Ionization_Energy_ev	9.003
PM7_Energy_Gap_ev	7.918
PM7_Global_Hardness_ev	3.959
PM7_Global_Softness_ev	0.2525890376357666
PM7_Chemical_Potential_ev	-5.044
PM7_Electronigativity_ev	5.044
PM7_Back_Donation_Energy_ev	-0.98975
PM7_Electrophilicity_ev	3.213177064915383
OPENEYE_Name	~{N}-[4-[chloro(difluoro)methoxy]phenyl]-6-[(1~{R},3~{R})-3-hydroxypyrrolidin-1-yl]-5-(1~{H}-pyrazol-5-yl)pyridine-3-carboxamide
SMILES	c1cc(ccc1NC(=O)c2cc(c(nc2)N3CCC(C3)O)c4ccn[nH]4)OC(F)(F)Cl
Canonical_SMILES	O[C@@H]1CCN(C1)c1ncc(cc1c1ccn[nH]1)C(=O)Nc1ccc(cc1)OC(Cl)(F)F
InChI	1/C20H18ClF2N5O3/c21-20(22,23)31-15-3-1-13(2-4-15)26-19(30)12-9-16(17-5-7-25-27-17)18(24-10-12)28-8-6-14(29)11-28/h1-5,7,9-10,14,29H,6,8,11H2,(H,25,27)(H,26,30)/f/h26-27H
InChI_3D	1S/C20H18ClF2N5O3/c21-20(22,23)31-15-3-1-13(2-4-15)26-19(30)12-9-16(17-5-7-25-27-17)18(24-10-12)28-8-6-14(29)11-28/h1-5,7,9-10,14,29H,6,8,11H2,(H,25,27)(H,26,30)/t14-/m1/s1
AuxInfo	1/1/N:1,2,3,4,5,16,7,17,6,8,18,10,11,19,12,9,13,14,15,20,31,29,30,21,22,25,23,24,27,26,28/E:(1,2)(3,4)(22,23)/F:m/E:m/rA:49cCCCCCCCCCCCCCCCCCCCCNNNNNOOOFFClHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;;s5;;d6;s6d8;s1d2;s3d4;d5s9;s9;s10;;s16;;s16s18;;s8d14;d7;s13s22;s14s17s18;s11s15;d15;s19;s12s20;s20;s20;s20;s1;s2;s3;s4;s5;s6;s7;s8;s16;s16;s17;s17;s18;s18;s19;s23;s25;s27;/rC:4.3302,.495,0;3.4605,-1.0063,0;5.2,-.0089,0;4.3303,-1.5102,0;-2.4838,-1.376,0;;-3.4619,-1.5839,0;.8675,1.5027,0;-.8675,.4975,0;.8675,.4975,0;3.4648,-.0063,0;5.2044,-1.014,0;-2.3818,-.3797,0;-.8675,1.5027,0;1.7328,-.0038,0;-3.9734,2.7037,0;-3.2991,1.9654,0;-2.4955,3.3718,0;-3.4766,3.5733,0;7.5855,-1.3924,0;0,2.0104,0;-3.9674,-.7206,0;-3.2969,.0275,0;-2.3856,2.3732,0;2.5995,.495,0;1.7313,-1.0038,0;-2.9459,5.2409,0;6.7187,-1.8912,0;7.0867,-.5257,0;8.0842,-2.2592,0;8.4522,-.8937,0;4.3302,.995,0;3.0268,-1.255,0;5.6326,.2418,0;4.3281,-2.0101,0;-2.1118,-1.7101,0;0,-.5,0;-3.6639,-2.0413,0;1.3012,1.7514,0;-4.3795,2.9954,0;-4.3057,2.3301,0;-3.7021,1.6694,0;-3.0478,1.5331,0;-1.9955,3.3746,0;-2.4463,3.8694,0;-3.9344,3.7742,0;-3.4014,.5164,0;2.6003,.995,0;-3.2828,5.6104,0;
Duplicates	DB12597
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012500-0000012749/DB12597.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012500-0000012749/DB12597.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000012500-0000012749/DB12597.sdf