CompChem-Database: compound details

CompChem-Database: details for selected entry

DB04790_s0_p0 (5122)

Formula C₂₀H₂₂N₄O₄

MW 382.42

InChIKey IBIUTOFGXGGVKQ-UBDFAHDSNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 50

Number_Heavy_Atoms 28

Number_Rings 4

Number_Bonds 53

Rotat_Bonds 6

Unbranched_Chain 1

Chiral_Centers 4

ONatoms 8

HB_Donor 2

HB_Acceptor 0

OpenEye_HB_Donors 6

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 4

Lipinski_HB_Acceptors 8

Lipinski_Violations 0

XLogP3 0

XLogP 0.17

logP 2.8474

PSA 136.66

MR 103.452

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -26.39389

PM7_Total_Energy_ev -4676.22277

PM7_Electronic_Energy_ev -38093.60398

PM7_Dipole_Debye 4.94832

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.153

PM7_LUMO_Energy_ev -0.352

PM7_COSMO_Area_square_ang 392.59

PM7_COSMO_Volue_cubic_ang 443.88

PM7_Electron_Affinity_ev 0.352

PM7_Ionization_Energy_ev 9.153

PM7_Energy_Gap_ev 8.801

PM7_Global_Hardness_ev 4.4005

PM7_Global_Softness_ev 0.22724690376093626

PM7_Chemical_Potential_ev -4.7525

PM7_Electronigativity_ev 4.7525

PM7_Back_Donation_Energy_ev -1.100125

PM7_Electrophilicity_ev 2.5663284001817974

OPENEYE_Name 3-[[(3~{R},3~{a}~{R},6~{S},6~{a}~{S})-6-(3-carbamimidoylphenoxy)-2,3,3~{a},5,6,6~{a}-hexahydrofuro[3,2-b]furan-3-yl]oxy]benzamidine

SMILES c1cc(cc(c1)OC2COC3C2OCC3Oc4cccc(c4)C(=N)N)C(=N)N

Canonical_SMILES NC(=N)c1cccc(c1)O[C@@H]1CO[C@@H]2[C@@H]1OC[C@@H]2Oc1cccc(c1)C(=N)N

InChI 1/C20H22N4O4/c21-19(22)11-3-1-5-13(7-11)27-15-9-25-18-16(10-26-17(15)18)28-14-6-2-4-12(8-14)20(23)24/h1-8,15-18H,9-10H2,(H3,21,22)(H3,23,24)/f/h21,23H,22,24H2

InChI_3D 1S/C20H22N4O4/c21-19(22)11-3-1-5-13(7-11)27-15-9-25-18-16(10-26-17(15)18)28-14-6-2-4-12(8-14)20(23)24/h1-8,15-18H,9-10H2,(H3,21,22)(H3,23,24)/t15-,16+,17-,18+

AuxInfo 1/1/N:1,2,3,4,5,6,7,8,15,16,9,10,11,12,19,20,17,18,13,14,21,23,22,24,25,26,27,28/E:(1,2)(3,4)(5,6)(7,8)(9,10)(11,12)(13,14)(15,16)(17,18)(19,20)(21,22,23,24)(25,26)(27,28)/gE:(1,2)/F:m/E:(1,2)(3,4)(5,6)(7,8)(9,10)(11,12)(13,14)(15,16)(17,18)(19,20)(21,23)(22,24)(25,26)(27,28)/rA:50cCCCCCCCCCCCCCCCCCCCCNNNNOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2;s1;s2;;;s3d7;s4d8;d5s7;d6s8;s9;s10;;;;s17;s15s17;s16s18;w13;w14;s13;s14;s15s18;s16s17;s11s19;s12s20;s1;s2;s3;s4;s5;s6;s7;s8;s15;s15;s16;s16;s17;s18;s19;s20;s21;s22;s23;s23;s24;s24;/rC:.6272,-4.1411,0;-1.8849,4.6421,0;1.4922,-4.643,0;-2.7502,5.1435,0;.6323,-3.1359,0;-1.8895,3.6369,0;2.3672,-3.1447,0;-3.6245,3.6448,0;2.3622,-4.1498,0;-3.6199,4.65,0;1.5023,-2.6326,0;-2.7593,3.1331,0;3.225,-4.6554,0;-4.4829,5.1551,0;.5952,.8107,0;-2.4916,.8228,0;-.9549,.3157,0;-.9503,1.3158,0;;-1.9001,1.6292,0;3.2185,-5.6554,0;-5.3519,4.6603,0;4.0942,-4.1611,0;-4.4769,6.1551,0;.0082,1.6271,0;-1.9074,.0111,0;1.5111,-.8826,0;-2.7638,2.1331,0;.1933,-4.3896,0;-1.4511,4.8907,0;1.4897,-5.143,0;-2.7479,5.6435,0;.1998,-2.885,0;-1.4569,3.3862,0;2.8022,-2.8981,0;-4.0594,3.398,0;.9684,1.1434,0;.9651,.4743,0;-2.8647,.4899,0;-2.8617,1.159,0;-.9573,-.1843,0;-.9491,1.8158,0;-.2057,-.4557,0;-1.6947,2.085,0;3.6498,-5.9082,0;-5.7834,4.9129,0;4.0974,-3.6611,0;4.5256,-4.4139,0;-4.0424,6.4025,0;-4.9084,6.4077,0;

Duplicates DB04790_s0_p0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004750-0000004999/DB04790_s0_p0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004750-0000004999/DB04790_s0_p0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004750-0000004999/DB04790_s0_p0.sdf

Formula	C₂₀H₂₂N₄O₄
MW	382.42
InChIKey	IBIUTOFGXGGVKQ-UBDFAHDSNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	50
Number_Heavy_Atoms	28
Number_Rings	4
Number_Bonds	53
Rotat_Bonds	6
Unbranched_Chain	1
Chiral_Centers	4
ONatoms	8
HB_Donor	2
HB_Acceptor	0
OpenEye_HB_Donors	6
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	4
Lipinski_HB_Acceptors	8
Lipinski_Violations	0
XLogP3	0
XLogP	0.17
logP	2.8474
PSA	136.66
MR	103.452
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-26.39389
PM7_Total_Energy_ev	-4676.22277
PM7_Electronic_Energy_ev	-38093.60398
PM7_Dipole_Debye	4.94832
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.153
PM7_LUMO_Energy_ev	-0.352
PM7_COSMO_Area_square_ang	392.59
PM7_COSMO_Volue_cubic_ang	443.88
PM7_Electron_Affinity_ev	0.352
PM7_Ionization_Energy_ev	9.153
PM7_Energy_Gap_ev	8.801
PM7_Global_Hardness_ev	4.4005
PM7_Global_Softness_ev	0.22724690376093626
PM7_Chemical_Potential_ev	-4.7525
PM7_Electronigativity_ev	4.7525
PM7_Back_Donation_Energy_ev	-1.100125
PM7_Electrophilicity_ev	2.5663284001817974
OPENEYE_Name	3-[[(3~{R},3~{a}~{R},6~{S},6~{a}~{S})-6-(3-carbamimidoylphenoxy)-2,3,3~{a},5,6,6~{a}-hexahydrofuro[3,2-b]furan-3-yl]oxy]benzamidine
SMILES	c1cc(cc(c1)OC2COC3C2OCC3Oc4cccc(c4)C(=N)N)C(=N)N
Canonical_SMILES	NC(=N)c1cccc(c1)O[C@@H]1CO[C@@H]2[C@@H]1OC[C@@H]2Oc1cccc(c1)C(=N)N
InChI	1/C20H22N4O4/c21-19(22)11-3-1-5-13(7-11)27-15-9-25-18-16(10-26-17(15)18)28-14-6-2-4-12(8-14)20(23)24/h1-8,15-18H,9-10H2,(H3,21,22)(H3,23,24)/f/h21,23H,22,24H2
InChI_3D	1S/C20H22N4O4/c21-19(22)11-3-1-5-13(7-11)27-15-9-25-18-16(10-26-17(15)18)28-14-6-2-4-12(8-14)20(23)24/h1-8,15-18H,9-10H2,(H3,21,22)(H3,23,24)/t15-,16+,17-,18+
AuxInfo	1/1/N:1,2,3,4,5,6,7,8,15,16,9,10,11,12,19,20,17,18,13,14,21,23,22,24,25,26,27,28/E:(1,2)(3,4)(5,6)(7,8)(9,10)(11,12)(13,14)(15,16)(17,18)(19,20)(21,22,23,24)(25,26)(27,28)/gE:(1,2)/F:m/E:(1,2)(3,4)(5,6)(7,8)(9,10)(11,12)(13,14)(15,16)(17,18)(19,20)(21,23)(22,24)(25,26)(27,28)/rA:50cCCCCCCCCCCCCCCCCCCCCNNNNOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2;s1;s2;;;s3d7;s4d8;d5s7;d6s8;s9;s10;;;;s17;s15s17;s16s18;w13;w14;s13;s14;s15s18;s16s17;s11s19;s12s20;s1;s2;s3;s4;s5;s6;s7;s8;s15;s15;s16;s16;s17;s18;s19;s20;s21;s22;s23;s23;s24;s24;/rC:.6272,-4.1411,0;-1.8849,4.6421,0;1.4922,-4.643,0;-2.7502,5.1435,0;.6323,-3.1359,0;-1.8895,3.6369,0;2.3672,-3.1447,0;-3.6245,3.6448,0;2.3622,-4.1498,0;-3.6199,4.65,0;1.5023,-2.6326,0;-2.7593,3.1331,0;3.225,-4.6554,0;-4.4829,5.1551,0;.5952,.8107,0;-2.4916,.8228,0;-.9549,.3157,0;-.9503,1.3158,0;;-1.9001,1.6292,0;3.2185,-5.6554,0;-5.3519,4.6603,0;4.0942,-4.1611,0;-4.4769,6.1551,0;.0082,1.6271,0;-1.9074,.0111,0;1.5111,-.8826,0;-2.7638,2.1331,0;.1933,-4.3896,0;-1.4511,4.8907,0;1.4897,-5.143,0;-2.7479,5.6435,0;.1998,-2.885,0;-1.4569,3.3862,0;2.8022,-2.8981,0;-4.0594,3.398,0;.9684,1.1434,0;.9651,.4743,0;-2.8647,.4899,0;-2.8617,1.159,0;-.9573,-.1843,0;-.9491,1.8158,0;-.2057,-.4557,0;-1.6947,2.085,0;3.6498,-5.9082,0;-5.7834,4.9129,0;4.0974,-3.6611,0;4.5256,-4.4139,0;-4.0424,6.4025,0;-4.9084,6.4077,0;
Duplicates	DB04790_s0_p0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004750-0000004999/DB04790_s0_p0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004750-0000004999/DB04790_s0_p0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000004750-0000004999/DB04790_s0_p0.sdf