CompChem-Database: compound details

CompChem-Database: details for selected entry

DB03903_p0 (4199)

Formula C₂₈H₂₅N₃O₅

MW 483.52

InChIKey KGFLZYXDJDOIEE-ZYMSVLFVNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 61

Number_Heavy_Atoms 36

Number_Rings 5

Number_Bonds 65

Rotat_Bonds 6

Unbranched_Chain 1

Chiral_Centers 0

ONatoms 8

HB_Donor 1

HB_Acceptor 4

OpenEye_HB_Donors 1

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 1

Lipinski_HB_Acceptors 8

Lipinski_Violations 0

XLogP3 0

XLogP 3.59

logP 3.8726

PSA 90.39

MR 139.808

ABS 0.55

Solubility insoluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -56.31502

PM7_Total_Energy_ev -5809.03661

PM7_Electronic_Energy_ev -53320.27316

PM7_Dipole_Debye 1.95933

PM7_Point_Group C1

PM7_HOMO_Energy_ev -7.284

PM7_LUMO_Energy_ev -1.794

PM7_COSMO_Area_square_ang 474.51

PM7_COSMO_Volue_cubic_ang 553.66

PM7_Electron_Affinity_ev 1.794

PM7_Ionization_Energy_ev 7.284

PM7_Energy_Gap_ev 5.49

PM7_Global_Hardness_ev 2.745

PM7_Global_Softness_ev 0.36429872495446264

PM7_Chemical_Potential_ev -4.539

PM7_Electronigativity_ev 4.539

PM7_Back_Donation_Energy_ev -0.68625

PM7_Electrophilicity_ev 3.7527360655737705

OPENEYE_Name 2-[3,6-bis(dimethylamino)-1~{H}-xanthen-9-yl]-5-(2,5-dioxopyrrol-1-yl)benzoic acid

SMILES c1cc(cc(c1C2=C3C(=CC(=CC3)N(C)C)Oc4c2ccc(c4)N(C)C)C(=O)O)N5C(=O)C=CC5=O

Canonical_SMILES CN(C1=CCC2=C(c3ccc(cc3C(=O)O)N3C(=O)C=CC3=O)c3c(OC2=C1)cc(cc3)N(C)C)C

InChI 1/C28H25N3O5/c1-29(2)16-5-9-20-23(14-16)36-24-15-17(30(3)4)6-10-21(24)27(20)19-8-7-18(13-22(19)28(34)35)31-25(32)11-12-26(31)33/h5-9,11-15H,10H2,1-4H3,(H,34,35)/f/h34H

InChI_3D 1S/C28H25N3O5/c1-29(2)16-5-9-20-23(14-16)36-24-15-17(30(3)4)6-10-21(24)27(20)19-8-7-18(13-22(19)28(34)35)31-25(32)11-12-26(31)33/h5-9,11-15H,10H2,1-4H3,(H,34,35)

AuxInfo 1/1/N:25,26,27,28,4,16,3,1,2,24,13,14,5,6,15,11,19,10,7,8,18,9,12,20,21,22,17,23,30,31,29,32,33,34,36,35/E:(1,2)(3,4)(11,12)(25,26)(32,33)(34,35)/F:25,26,27,28,4,16,3,1,2,24,13,14,5,6,15,11,19,10,7,8,18,9,12,20,21,22,17,23,30,31,29,32,33,36,34,35/E:(1,2)(3,4)(11,12)(25,26)(32,33)/rA:61nCCCCCCCCCCCCCCCCCCCCCCCCCCCCNNNOOOOOHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2;;;s1;s2;s5d7;s3d5;s4d6;s6d8;;d13;;;s7s8;d17;s15d16;d15s18;s13;s14;s9;s16s18;;;;;s10s21s22;s11s25s26;s19s27s28;d21;d22;d23;s12s20;s23;s1;s2;s3;s4;s5;s6;s13;s14;s15;s16;s24;s24;s25;s25;s25;s26;s26;s26;s27;s27;s27;s28;s28;s28;s36;/rC:1.3645,4.0568,0;-1.2398,6.2945,0;1.366,3.0516,0;-2.1098,6.7988,0;-.369,3.049,0;-1.2482,8.3057,0;.4962,4.553,0;-.374,6.8061,0;-.3705,4.0542,0;.4993,2.5426,0;-2.114,7.8045,0;-.3769,7.8118,0;;1.0015,0,0;2.2261,8.3238,0;3.1056,6.8179,0;.4935,6.303,0;1.3637,6.8112,0;3.1017,7.826,0;1.3598,7.8192,0;-.3065,.9518,0;1.3133,.9518,0;-1.2366,4.5541,0;2.2338,6.3076,0;-3.8461,7.7998,0;-2.9841,9.3021,0;4.8338,7.835,0;3.9599,9.3305,0;.5008,1.5426,0;-2.9814,8.3021,0;3.9651,8.3305,0;-1.2577,1.2604,0;2.2648,1.2595,0;-1.2367,5.5541,0;.4877,8.3143,0;-2.1026,4.054,0;1.7967,4.3081,0;-1.2377,5.7945,0;1.8001,2.8036,0;-2.5425,6.5482,0;-.8024,2.7996,0;-1.2505,8.8057,0;-.2944,-.4041,0;1.2949,-.4049,0;2.2234,8.8238,0;3.5398,6.57,0;1.9129,5.9242,0;2.5566,5.9258,0;-3.5949,7.3675,0;-4.0972,8.2321,0;-4.2784,7.5486,0;-3.4841,9.3008,0;-2.4841,9.3035,0;-2.9854,9.8021,0;4.586,7.4007,0;5.0815,8.2694,0;5.2681,7.5873,0;4.4599,9.3331,0;3.4599,9.3279,0;3.9573,9.8305,0;-2.5356,4.304,0;

Duplicates DB03903_p0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003750-0000003999/DB03903_p0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003750-0000003999/DB03903_p0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003750-0000003999/DB03903_p0.sdf

Formula	C₂₈H₂₅N₃O₅
MW	483.52
InChIKey	KGFLZYXDJDOIEE-ZYMSVLFVNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	61
Number_Heavy_Atoms	36
Number_Rings	5
Number_Bonds	65
Rotat_Bonds	6
Unbranched_Chain	1
Chiral_Centers	0
ONatoms	8
HB_Donor	1
HB_Acceptor	4
OpenEye_HB_Donors	1
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	1
Lipinski_HB_Acceptors	8
Lipinski_Violations	0
XLogP3	0
XLogP	3.59
logP	3.8726
PSA	90.39
MR	139.808
ABS	0.55
Solubility	insoluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-56.31502
PM7_Total_Energy_ev	-5809.03661
PM7_Electronic_Energy_ev	-53320.27316
PM7_Dipole_Debye	1.95933
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-7.284
PM7_LUMO_Energy_ev	-1.794
PM7_COSMO_Area_square_ang	474.51
PM7_COSMO_Volue_cubic_ang	553.66
PM7_Electron_Affinity_ev	1.794
PM7_Ionization_Energy_ev	7.284
PM7_Energy_Gap_ev	5.49
PM7_Global_Hardness_ev	2.745
PM7_Global_Softness_ev	0.36429872495446264
PM7_Chemical_Potential_ev	-4.539
PM7_Electronigativity_ev	4.539
PM7_Back_Donation_Energy_ev	-0.68625
PM7_Electrophilicity_ev	3.7527360655737705
OPENEYE_Name	2-[3,6-bis(dimethylamino)-1~{H}-xanthen-9-yl]-5-(2,5-dioxopyrrol-1-yl)benzoic acid
SMILES	c1cc(cc(c1C2=C3C(=CC(=CC3)N(C)C)Oc4c2ccc(c4)N(C)C)C(=O)O)N5C(=O)C=CC5=O
Canonical_SMILES	CN(C1=CCC2=C(c3ccc(cc3C(=O)O)N3C(=O)C=CC3=O)c3c(OC2=C1)cc(cc3)N(C)C)C
InChI	1/C28H25N3O5/c1-29(2)16-5-9-20-23(14-16)36-24-15-17(30(3)4)6-10-21(24)27(20)19-8-7-18(13-22(19)28(34)35)31-25(32)11-12-26(31)33/h5-9,11-15H,10H2,1-4H3,(H,34,35)/f/h34H
InChI_3D	1S/C28H25N3O5/c1-29(2)16-5-9-20-23(14-16)36-24-15-17(30(3)4)6-10-21(24)27(20)19-8-7-18(13-22(19)28(34)35)31-25(32)11-12-26(31)33/h5-9,11-15H,10H2,1-4H3,(H,34,35)
AuxInfo	1/1/N:25,26,27,28,4,16,3,1,2,24,13,14,5,6,15,11,19,10,7,8,18,9,12,20,21,22,17,23,30,31,29,32,33,34,36,35/E:(1,2)(3,4)(11,12)(25,26)(32,33)(34,35)/F:25,26,27,28,4,16,3,1,2,24,13,14,5,6,15,11,19,10,7,8,18,9,12,20,21,22,17,23,30,31,29,32,33,36,34,35/E:(1,2)(3,4)(11,12)(25,26)(32,33)/rA:61nCCCCCCCCCCCCCCCCCCCCCCCCCCCCNNNOOOOOHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2;;;s1;s2;s5d7;s3d5;s4d6;s6d8;;d13;;;s7s8;d17;s15d16;d15s18;s13;s14;s9;s16s18;;;;;s10s21s22;s11s25s26;s19s27s28;d21;d22;d23;s12s20;s23;s1;s2;s3;s4;s5;s6;s13;s14;s15;s16;s24;s24;s25;s25;s25;s26;s26;s26;s27;s27;s27;s28;s28;s28;s36;/rC:1.3645,4.0568,0;-1.2398,6.2945,0;1.366,3.0516,0;-2.1098,6.7988,0;-.369,3.049,0;-1.2482,8.3057,0;.4962,4.553,0;-.374,6.8061,0;-.3705,4.0542,0;.4993,2.5426,0;-2.114,7.8045,0;-.3769,7.8118,0;;1.0015,0,0;2.2261,8.3238,0;3.1056,6.8179,0;.4935,6.303,0;1.3637,6.8112,0;3.1017,7.826,0;1.3598,7.8192,0;-.3065,.9518,0;1.3133,.9518,0;-1.2366,4.5541,0;2.2338,6.3076,0;-3.8461,7.7998,0;-2.9841,9.3021,0;4.8338,7.835,0;3.9599,9.3305,0;.5008,1.5426,0;-2.9814,8.3021,0;3.9651,8.3305,0;-1.2577,1.2604,0;2.2648,1.2595,0;-1.2367,5.5541,0;.4877,8.3143,0;-2.1026,4.054,0;1.7967,4.3081,0;-1.2377,5.7945,0;1.8001,2.8036,0;-2.5425,6.5482,0;-.8024,2.7996,0;-1.2505,8.8057,0;-.2944,-.4041,0;1.2949,-.4049,0;2.2234,8.8238,0;3.5398,6.57,0;1.9129,5.9242,0;2.5566,5.9258,0;-3.5949,7.3675,0;-4.0972,8.2321,0;-4.2784,7.5486,0;-3.4841,9.3008,0;-2.4841,9.3035,0;-2.9854,9.8021,0;4.586,7.4007,0;5.0815,8.2694,0;5.2681,7.5873,0;4.4599,9.3331,0;3.4599,9.3279,0;3.9573,9.8305,0;-2.5356,4.304,0;
Duplicates	DB03903_p0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003750-0000003999/DB03903_p0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003750-0000003999/DB03903_p0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000003750-0000003999/DB03903_p0.sdf