CompChem-Database: compound details

CompChem-Database: details for selected entry

DB01741_t1 (1974)

Formula C₂₄H₁₈FN₄O₅

MW 461.43

InChIKey XCOFROALSAFROV-UKZUFSTRNA-M

Entry_Date 2023-09-01

Net_Charge -1

Number_Atoms 54

Number_Heavy_Atoms 34

Number_Rings 4

Number_Bonds 57

Rotat_Bonds 10

Unbranched_Chain 1

Chiral_Centers 1

ONatoms 9

HB_Donor 5

HB_Acceptor 6

OpenEye_HB_Donors 6

OpenEye_HB_Acceptors 5

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 9

Lipinski_Violations 0

XLogP3 0

XLogP 3.17

logP 4.6828

PSA 175.55

MR 124.104

ABS 0.55

Solubility moderately

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -118.35774

PM7_Total_Energy_ev -5876.078

PM7_Electronic_Energy_ev -49366.32518

PM7_Dipole_Debye 45.67119

PM7_Point_Group C1

PM7_HOMO_Energy_ev -3.865

PM7_LUMO_Energy_ev -0.832

PM7_COSMO_Area_square_ang 433.22

PM7_COSMO_Volue_cubic_ang 504.2

PM7_Electron_Affinity_ev 0.832

PM7_Ionization_Energy_ev 3.865

PM7_Energy_Gap_ev 3.033

PM7_Global_Hardness_ev 1.5165

PM7_Global_Softness_ev 0.6594131223211341

PM7_Chemical_Potential_ev -2.3485

PM7_Electronigativity_ev 2.3485

PM7_Back_Donation_Energy_ev -0.379125

PM7_Electrophilicity_ev 1.8184807945928123

OPENEYE_Name (2~{R})-2-[3-[6-[amino(azaniumylidene)methyl]-1~{H}-benzimidazol-2-yl]-5-(2-fluorophenyl)-4-hydroxy-phenyl]butanedioate

SMILES c1ccc(c(c1)c2cc(cc(c2O)c3[nH]c4cc(ccc4n3)C(=[NH2+])N)C(C(=O)[O-])CC(=O)[O-])F

Canonical_SMILES OC(=O)C[C@H](c1cc(c2nc3c([nH]2)cc(cc3)C(=[NH2])N)c(c(c1)c1ccccc1F)O)C(=O)O

InChI 1/C24H19FN4O5/c25-17-4-2-1-3-13(17)15-7-12(14(24(33)34)10-20(30)31)8-16(21(15)32)23-28-18-6-5-11(22(26)27)9-19(18)29-23/h1-9,14,32H,10H2,(H3,26,27)(H,28,29)(H,30,31)(H,33,34)/p-1/fC24H18FN4O5/h29H,26-27H2/q-1

InChI_3D 1S/C24H20FN4O5/c25-17-4-2-1-3-13(17)15-7-12(14(24(33)34)10-20(30)31)8-16(21(15)32)23-28-18-6-5-11(22(26)27)9-19(18)29-23/h1-9,14,32H,10,26-27H2,(H,28,29)(H,30,31)(H,33,34)/t14-/m1/s1

AuxInfo 1/1/N:1,2,3,6,4,5,7,8,9,23,13,14,10,24,11,12,18,16,15,21,17,20,19,22,34,27,28,26,25,30,32,29,31,33/E:(26,27)(30,31)(33,34)/F:m/E:m/rA:52cCCCCCCCCCCCCCCCCCCCCCCCCNNNN+OOOO-O-FHHHHHHHHHHHHHHHHHH/rB:d1;s1;;d4;s2;;;;d3;d7s10;s8;s4d9;s7d8;s9;s5d15;s11d12;d6s10;s12;s13;;;s21;s14s22s23;s15s19;s16d19;s20;d20;s17;d21;d22;s21;s22;s18;s1;s2;s3;s4;s5;s6;s7;s8;s9;s23;s23;s24;s25;s27;s27;s28;s29;s28;/rC:7.8065,-2.0778,0;7.3167,-2.9497,0;7.3013,-1.2148,0;;.868,-.4979,0;6.3116,-2.9587,0;6.2909,.5113,0;4.7858,1.3743,0;.868,1.5137,0;6.2961,-1.2237,0;5.791,-.3607,0;4.2858,.5023,0;0,1.0058,0;5.7858,1.3744,0;1.736,1.0058,0;1.736,-.0013,0;4.7859,-.3697,0;5.7962,-2.0957,0;3.2858,.5022,0;-.8675,1.5033,0;8.3913,1.8978,0;7.1536,3.7601,0;7.5238,2.3952,0;6.6562,2.8926,0;2.6938,1.3168,0;2.6938,-.3126,0;-1.732,1.0008,0;-.8704,2.5033,0;4.2885,-1.2372,0;8.3943,.8978,0;8.1536,3.7631,0;9.2558,2.4004,0;6.651,4.6246,0;4.7962,-2.1046,0;8.3065,-2.0734,0;7.5712,-3.3801,0;7.548,-.7799,0;-.4327,-.2506,0;.8677,-.9979,0;6.0667,-3.3946,0;6.7909,.5136,0;4.5351,1.8069,0;.868,2.0137,0;7.2751,1.9614,0;7.7725,2.8289,0;6.2225,3.1413,0;2.8483,1.7923,0;-1.7306,.5008,0;-2.1658,1.2495,0;-1.3041,2.752,0;3.7885,-1.2387,0;-.4381,2.7545,0;

Duplicates DB01741_t1

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000001500-0000001749/DB01741_t1.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000001500-0000001749/DB01741_t1.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000001500-0000001749/DB01741_t1.sdf

Formula	C₂₄H₁₈FN₄O₅
MW	461.43
InChIKey	XCOFROALSAFROV-UKZUFSTRNA-M
Entry_Date	2023-09-01
Net_Charge	-1
Number_Atoms	54
Number_Heavy_Atoms	34
Number_Rings	4
Number_Bonds	57
Rotat_Bonds	10
Unbranched_Chain	1
Chiral_Centers	1
ONatoms	9
HB_Donor	5
HB_Acceptor	6
OpenEye_HB_Donors	6
OpenEye_HB_Acceptors	5
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	9
Lipinski_Violations	0
XLogP3	0
XLogP	3.17
logP	4.6828
PSA	175.55
MR	124.104
ABS	0.55
Solubility	moderately
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-118.35774
PM7_Total_Energy_ev	-5876.078
PM7_Electronic_Energy_ev	-49366.32518
PM7_Dipole_Debye	45.67119
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-3.865
PM7_LUMO_Energy_ev	-0.832
PM7_COSMO_Area_square_ang	433.22
PM7_COSMO_Volue_cubic_ang	504.2
PM7_Electron_Affinity_ev	0.832
PM7_Ionization_Energy_ev	3.865
PM7_Energy_Gap_ev	3.033
PM7_Global_Hardness_ev	1.5165
PM7_Global_Softness_ev	0.6594131223211341
PM7_Chemical_Potential_ev	-2.3485
PM7_Electronigativity_ev	2.3485
PM7_Back_Donation_Energy_ev	-0.379125
PM7_Electrophilicity_ev	1.8184807945928123
OPENEYE_Name	(2~{R})-2-[3-[6-[amino(azaniumylidene)methyl]-1~{H}-benzimidazol-2-yl]-5-(2-fluorophenyl)-4-hydroxy-phenyl]butanedioate
SMILES	c1ccc(c(c1)c2cc(cc(c2O)c3[nH]c4cc(ccc4n3)C(=[NH2+])N)C(C(=O)[O-])CC(=O)[O-])F
Canonical_SMILES	OC(=O)C[C@H](c1cc(c2nc3c([nH]2)cc(cc3)C(=[NH2])N)c(c(c1)c1ccccc1F)O)C(=O)O
InChI	1/C24H19FN4O5/c25-17-4-2-1-3-13(17)15-7-12(14(24(33)34)10-20(30)31)8-16(21(15)32)23-28-18-6-5-11(22(26)27)9-19(18)29-23/h1-9,14,32H,10H2,(H3,26,27)(H,28,29)(H,30,31)(H,33,34)/p-1/fC24H18FN4O5/h29H,26-27H2/q-1
InChI_3D	1S/C24H20FN4O5/c25-17-4-2-1-3-13(17)15-7-12(14(24(33)34)10-20(30)31)8-16(21(15)32)23-28-18-6-5-11(22(26)27)9-19(18)29-23/h1-9,14,32H,10,26-27H2,(H,28,29)(H,30,31)(H,33,34)/t14-/m1/s1
AuxInfo	1/1/N:1,2,3,6,4,5,7,8,9,23,13,14,10,24,11,12,18,16,15,21,17,20,19,22,34,27,28,26,25,30,32,29,31,33/E:(26,27)(30,31)(33,34)/F:m/E:m/rA:52cCCCCCCCCCCCCCCCCCCCCCCCCNNNN+OOOO-O-FHHHHHHHHHHHHHHHHHH/rB:d1;s1;;d4;s2;;;;d3;d7s10;s8;s4d9;s7d8;s9;s5d15;s11d12;d6s10;s12;s13;;;s21;s14s22s23;s15s19;s16d19;s20;d20;s17;d21;d22;s21;s22;s18;s1;s2;s3;s4;s5;s6;s7;s8;s9;s23;s23;s24;s25;s27;s27;s28;s29;s28;/rC:7.8065,-2.0778,0;7.3167,-2.9497,0;7.3013,-1.2148,0;;.868,-.4979,0;6.3116,-2.9587,0;6.2909,.5113,0;4.7858,1.3743,0;.868,1.5137,0;6.2961,-1.2237,0;5.791,-.3607,0;4.2858,.5023,0;0,1.0058,0;5.7858,1.3744,0;1.736,1.0058,0;1.736,-.0013,0;4.7859,-.3697,0;5.7962,-2.0957,0;3.2858,.5022,0;-.8675,1.5033,0;8.3913,1.8978,0;7.1536,3.7601,0;7.5238,2.3952,0;6.6562,2.8926,0;2.6938,1.3168,0;2.6938,-.3126,0;-1.732,1.0008,0;-.8704,2.5033,0;4.2885,-1.2372,0;8.3943,.8978,0;8.1536,3.7631,0;9.2558,2.4004,0;6.651,4.6246,0;4.7962,-2.1046,0;8.3065,-2.0734,0;7.5712,-3.3801,0;7.548,-.7799,0;-.4327,-.2506,0;.8677,-.9979,0;6.0667,-3.3946,0;6.7909,.5136,0;4.5351,1.8069,0;.868,2.0137,0;7.2751,1.9614,0;7.7725,2.8289,0;6.2225,3.1413,0;2.8483,1.7923,0;-1.7306,.5008,0;-2.1658,1.2495,0;-1.3041,2.752,0;3.7885,-1.2387,0;-.4381,2.7545,0;
Duplicates	DB01741_t1
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000001500-0000001749/DB01741_t1.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000001500-0000001749/DB01741_t1.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000001500-0000001749/DB01741_t1.sdf