CompChem-Database: compound details

CompChem-Database: details for selected entry

DB07786 (7264)

Formula C₂₂H₂₁ClN₄O₃

MW 424.89

InChIKey SMFRBBHLVBWHGB-PECIQRARNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 51

Number_Heavy_Atoms 30

Number_Rings 4

Number_Bonds 54

Rotat_Bonds 8

Unbranched_Chain 2

Chiral_Centers 2

ONatoms 7

HB_Donor 2

HB_Acceptor 4

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP 2.86

logP 4.6986

PSA 107.17

MR 114.474

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -36.30543

PM7_Total_Energy_ev -4882.2861

PM7_Electronic_Energy_ev -43016.83102

PM7_Dipole_Debye 7.85049

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.163

PM7_LUMO_Energy_ev -1.074

PM7_COSMO_Area_square_ang 387.4

PM7_COSMO_Volue_cubic_ang 501.18

PM7_Electron_Affinity_ev 1.074

PM7_Ionization_Energy_ev 9.163

PM7_Energy_Gap_ev 8.089

PM7_Global_Hardness_ev 4.0445

PM7_Global_Softness_ev 0.2472493509704537

PM7_Chemical_Potential_ev -5.1185

PM7_Electronigativity_ev 5.1185

PM7_Back_Donation_Energy_ev -1.011125

PM7_Electrophilicity_ev 3.2388480961799977

OPENEYE_Name 1-[(1~{S},2~{S})-1-[2-[2-(4-chlorophenyl)-1,3-benzoxazol-7-yl]ethyl]-2-hydroxy-propyl]imidazole-4-carboxamide

SMILES c1cc(c2c(c1)nc(o2)c3ccc(cc3)Cl)CCC(C(C)O)n4cc(nc4)C(=O)N

Canonical_SMILES C[C@@H]([C@@H](n1cnc(c1)C(=O)N)CCc1cccc2c1oc(n2)c1ccc(cc1)Cl)O

InChI 1/C22H21ClN4O3/c1-13(28)19(27-11-18(21(24)29)25-12-27)10-7-14-3-2-4-17-20(14)30-22(26-17)15-5-8-16(23)9-6-15/h2-6,8-9,11-13,19,28H,7,10H2,1H3,(H2,24,29)/f/h24H2

InChI_3D 1S/C22H21ClN4O3/c1-13(28)19(27-11-18(21(24)29)25-12-27)10-7-14-3-2-4-17-20(14)30-22(26-17)15-5-8-16(23)9-6-15/h2-6,8-9,11-13,19,28H,7,10H2,1H3,(H2,24,29)/t13-,19-/m0/s1

AuxInfo 1/1/N:18,1,4,5,2,3,19,6,7,20,8,9,22,11,10,14,12,15,21,13,17,16,30,26,23,24,25,29,27,28/E:(5,6)(8,9)/F:m/E:m/rA:51cCCCCCCCCCCCCCCCCCCCCCCNNNNOOOClHHHHHHHHHHHHHHHHHHHHH/rB:;;d1;s1;d2;s3;;;s2d3;s4;d5;d11s12;s6d7;d8;s10;s15;;s11;s19;s20;s18s21;d9s15;s12d16;s8s9s21;s17;d17;s13s16;s22;s14;s1;s2;s3;s4;s5;s6;s7;s8;s9;s18;s18;s18;s19;s19;s20;s20;s21;s22;s26;s26;s29;/rC:;4.7832,1.3699,0;4.7833,-.3651,0;0,1.0058,0;.868,-.4978,0;5.7884,1.3699,0;5.7885,-.3651,0;3.2075,5.3219,0;3.2099,3.7023,0;4.2858,.5024,0;.868,1.5138,0;1.736,-.0012,0;1.736,1.0058,0;6.2962,.5025,0;4.1598,5.0169,0;3.2858,.5023,0;4.9672,5.607,0;.868,6.5138,0;.868,2.5138,0;.868,3.5138,0;.868,4.5138,0;.868,5.5138,0;4.1614,4.0155,0;2.6938,-.3125,0;2.618,4.5138,0;5.8819,5.2028,0;4.8598,6.6012,0;2.6938,1.3169,0;-.132,5.5138,0;7.2962,.5025,0;-.4327,-.2506,0;4.5326,1.8025,0;4.5327,-.7978,0;-.4337,1.2545,0;.8677,-.9978,0;6.0371,1.8037,0;6.0373,-.7988,0;3.0524,5.7973,0;3.0568,3.2263,0;.368,6.5138,0;1.368,6.5138,0;.868,7.0138,0;1.368,2.5138,0;.368,2.5138,0;1.368,3.5138,0;.368,3.5138,0;.368,4.5138,0;1.368,5.5138,0;5.9356,4.7057,0;6.2855,5.4979,0;-.382,5.9468,0;

Duplicates DB07786

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007750-0000007999/DB07786.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007750-0000007999/DB07786.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007750-0000007999/DB07786.sdf

Formula	C₂₂H₂₁ClN₄O₃
MW	424.89
InChIKey	SMFRBBHLVBWHGB-PECIQRARNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	51
Number_Heavy_Atoms	30
Number_Rings	4
Number_Bonds	54
Rotat_Bonds	8
Unbranched_Chain	2
Chiral_Centers	2
ONatoms	7
HB_Donor	2
HB_Acceptor	4
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	2.86
logP	4.6986
PSA	107.17
MR	114.474
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-36.30543
PM7_Total_Energy_ev	-4882.2861
PM7_Electronic_Energy_ev	-43016.83102
PM7_Dipole_Debye	7.85049
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.163
PM7_LUMO_Energy_ev	-1.074
PM7_COSMO_Area_square_ang	387.4
PM7_COSMO_Volue_cubic_ang	501.18
PM7_Electron_Affinity_ev	1.074
PM7_Ionization_Energy_ev	9.163
PM7_Energy_Gap_ev	8.089
PM7_Global_Hardness_ev	4.0445
PM7_Global_Softness_ev	0.2472493509704537
PM7_Chemical_Potential_ev	-5.1185
PM7_Electronigativity_ev	5.1185
PM7_Back_Donation_Energy_ev	-1.011125
PM7_Electrophilicity_ev	3.2388480961799977
OPENEYE_Name	1-[(1~{S},2~{S})-1-[2-[2-(4-chlorophenyl)-1,3-benzoxazol-7-yl]ethyl]-2-hydroxy-propyl]imidazole-4-carboxamide
SMILES	c1cc(c2c(c1)nc(o2)c3ccc(cc3)Cl)CCC(C(C)O)n4cc(nc4)C(=O)N
Canonical_SMILES	C[C@@H]([C@@H](n1cnc(c1)C(=O)N)CCc1cccc2c1oc(n2)c1ccc(cc1)Cl)O
InChI	1/C22H21ClN4O3/c1-13(28)19(27-11-18(21(24)29)25-12-27)10-7-14-3-2-4-17-20(14)30-22(26-17)15-5-8-16(23)9-6-15/h2-6,8-9,11-13,19,28H,7,10H2,1H3,(H2,24,29)/f/h24H2
InChI_3D	1S/C22H21ClN4O3/c1-13(28)19(27-11-18(21(24)29)25-12-27)10-7-14-3-2-4-17-20(14)30-22(26-17)15-5-8-16(23)9-6-15/h2-6,8-9,11-13,19,28H,7,10H2,1H3,(H2,24,29)/t13-,19-/m0/s1
AuxInfo	1/1/N:18,1,4,5,2,3,19,6,7,20,8,9,22,11,10,14,12,15,21,13,17,16,30,26,23,24,25,29,27,28/E:(5,6)(8,9)/F:m/E:m/rA:51cCCCCCCCCCCCCCCCCCCCCCCNNNNOOOClHHHHHHHHHHHHHHHHHHHHH/rB:;;d1;s1;d2;s3;;;s2d3;s4;d5;d11s12;s6d7;d8;s10;s15;;s11;s19;s20;s18s21;d9s15;s12d16;s8s9s21;s17;d17;s13s16;s22;s14;s1;s2;s3;s4;s5;s6;s7;s8;s9;s18;s18;s18;s19;s19;s20;s20;s21;s22;s26;s26;s29;/rC:;4.7832,1.3699,0;4.7833,-.3651,0;0,1.0058,0;.868,-.4978,0;5.7884,1.3699,0;5.7885,-.3651,0;3.2075,5.3219,0;3.2099,3.7023,0;4.2858,.5024,0;.868,1.5138,0;1.736,-.0012,0;1.736,1.0058,0;6.2962,.5025,0;4.1598,5.0169,0;3.2858,.5023,0;4.9672,5.607,0;.868,6.5138,0;.868,2.5138,0;.868,3.5138,0;.868,4.5138,0;.868,5.5138,0;4.1614,4.0155,0;2.6938,-.3125,0;2.618,4.5138,0;5.8819,5.2028,0;4.8598,6.6012,0;2.6938,1.3169,0;-.132,5.5138,0;7.2962,.5025,0;-.4327,-.2506,0;4.5326,1.8025,0;4.5327,-.7978,0;-.4337,1.2545,0;.8677,-.9978,0;6.0371,1.8037,0;6.0373,-.7988,0;3.0524,5.7973,0;3.0568,3.2263,0;.368,6.5138,0;1.368,6.5138,0;.868,7.0138,0;1.368,2.5138,0;.368,2.5138,0;1.368,3.5138,0;.368,3.5138,0;.368,4.5138,0;1.368,5.5138,0;5.9356,4.7057,0;6.2855,5.4979,0;-.382,5.9468,0;
Duplicates	DB07786
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007750-0000007999/DB07786.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007750-0000007999/DB07786.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000007750-0000007999/DB07786.sdf