CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI8352_s0 (3742)

Formula C₂₈H₂₃NO₁₁

MW 549.49

InChIKey MXDWXJYFRRURMW-BCQUWZJDNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 63

Number_Heavy_Atoms 40

Number_Rings 5

Number_Bonds 67

Rotat_Bonds 11

Unbranched_Chain 2

Chiral_Centers 3

ONatoms 12

HB_Donor 7

HB_Acceptor 10

OpenEye_HB_Donors 7

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 7

Lipinski_HB_Acceptors 12

Lipinski_Violations 3

XLogP3 0

XLogP 0.36

logP 2.237

PSA 210.92

MR 137.236

ABS 0.17

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -396.8645

PM7_Total_Energy_ev -7184.47868

PM7_Electronic_Energy_ev -66245.24107

PM7_Dipole_Debye 4.8491

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.336

PM7_LUMO_Energy_ev -2.239

PM7_COSMO_Area_square_ang 489.28

PM7_COSMO_Volue_cubic_ang 580.05

PM7_Electron_Affinity_ev 2.239

PM7_Ionization_Energy_ev 9.336

PM7_Energy_Gap_ev 7.097

PM7_Global_Hardness_ev 3.5485

PM7_Global_Softness_ev 0.2818092151613358

PM7_Chemical_Potential_ev -5.7875

PM7_Electronigativity_ev 5.7875

PM7_Back_Donation_Energy_ev -0.887125

PM7_Electrophilicity_ev 4.719621847259406

OPENEYE_Name (2~{R})-2-[[(5~{S},6~{S})-1,5,6,9,14-pentahydroxy-11-methoxy-3-methyl-8,13-dioxo-5,6-dihydrobenzo[a]tetracene-2-carbonyl]amino]propanoic acid

SMILES c1c2c(c(c-3c1C(C(c4c3c(c(c(c4)C)C(=O)NC(C(=O)O)C)O)O)O)O)C(=O)c5cc(cc(c5C2=O)O)OC

Canonical_SMILES COc1cc(O)c2c(c1)C(=O)c1c(C2=O)cc2c(c1O)c1c([C@@H]([C@H]2O)O)cc(c(c1O)C(=O)N[C@@H](C(=O)O)C)C

InChI 1/C28H23NO11/c1-8-4-11-18(25(35)16(8)27(37)29-9(2)28(38)39)19-13(24(34)23(11)33)7-14-20(26(19)36)22(32)12-5-10(40-3)6-15(30)17(12)21(14)31/h4-7,9,23-24,30,33-36H,1-3H3,(H,29,37)(H,38,39)/f/h29,38H

InChI_3D 1S/C28H23NO11/c1-8-4-11-18(25(35)16(8)27(37)29-9(2)28(38)39)19-13(24(34)23(11)33)7-14-20(26(19)36)22(32)12-5-10(40-3)6-15(30)17(12)21(14)31/h4-7,9,23-24,30,33-36H,1-3H3,(H,29,37)(H,38,39)/t9-,23+,24+/m1/s1

AuxInfo 1/1/N:25,26,27,3,2,4,1,14,28,15,13,8,12,7,16,11,10,6,5,9,19,20,24,23,18,17,21,22,29,34,30,31,39,38,36,35,32,33,37,40/E:(38,39)/F:25,26,27,3,2,4,1,14,28,15,13,8,12,7,16,11,10,6,5,9,19,20,24,23,18,17,21,22,29,34,30,31,39,38,36,35,32,37,33,40/rA:63cCCCCCCCCCCCCCCCCCCCCCCCCCCCCNOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHH/rB:;;;;s5;d1;d2;s7;s8;;s1d5;d3s6;s3d11;s2d4;s4d10;s5d9;d6s11;s7s10;s8s9;s11;;s12;s13s23;s14;;;s22s26;s21s28;d19;d20;d21;d22;s16;s17;s18;s22;s23;s24;s15s27;s1;s2;s3;s4;s23;s24;s25;s25;s25;s26;s26;s26;s27;s27;s27;s28;s29;s34;s35;s36;s37;s38;s39;/rC:-3.4581,-3.0572,0;-6.9506,-1.0555,0;.0097,-1.0051,0;-7.8201,-2.5677,0;-2.5945,-1.5316,0;-1.729,-1.0199,0;-4.3349,-2.5575,0;-6.0784,-1.5545,0;-4.3393,-1.5459,0;-6.0775,-2.5626,0;-.8808,.4928,0;-2.5873,-2.5422,0;-.8541,-1.5151,0;;-7.8186,-1.5589,0;-6.9484,-3.071,0;-3.4719,-1.0363,0;-1.7409,-.02,0;-5.2053,-3.0637,0;-5.2121,-1.0495,0;-.8946,1.4927,0;-2.7811,2.9669,0;-1.7098,-3.0393,0;-.8388,-2.527,0;.8602,.51,0;-1.7949,3.9805,0;-9.5507,-1.5593,0;-1.7812,2.9806,0;-1.7674,1.9807,0;-5.2027,-4.0637,0;-5.2174,-.0495,0;-.0355,2.0046,0;-3.2691,2.0941,0;-6.946,-4.071,0;-3.4805,-.0363,0;-2.6133,.4687,0;-3.2929,3.8259,0;-.5741,-4.3707,0;.1437,-2.3408,0;-8.6847,-1.0591,0;-3.4541,-3.5572,0;-6.9521,-.5555,0;.4451,-1.2509,0;-8.2533,-2.8174,0;-2.0281,-3.4249,0;-.6629,-2.995,0;.6052,.9401,0;1.1152,.0799,0;1.2903,.765,0;-1.295,3.9874,0;-2.2949,3.9737,0;-1.8018,4.4805,0;-9.3006,-1.9923,0;-9.8008,-1.1263,0;-9.9836,-1.8094,0;-1.2812,2.9875,0;-2.1969,1.7248,0;-6.5124,-4.32,0;-3.9157,.2099,0;-2.6198,.9687,0;-3.7929,3.8191,0;-.7413,-4.8419,0;.47,-2.7197,0;

Duplicates ChEBI8352_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000008250-0000008499/ChEBI8352_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000008250-0000008499/ChEBI8352_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000008250-0000008499/ChEBI8352_s0.sdf

Formula	C₂₈H₂₃NO₁₁
MW	549.49
InChIKey	MXDWXJYFRRURMW-BCQUWZJDNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	63
Number_Heavy_Atoms	40
Number_Rings	5
Number_Bonds	67
Rotat_Bonds	11
Unbranched_Chain	2
Chiral_Centers	3
ONatoms	12
HB_Donor	7
HB_Acceptor	10
OpenEye_HB_Donors	7
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	7
Lipinski_HB_Acceptors	12
Lipinski_Violations	3
XLogP3	0
XLogP	0.36
logP	2.237
PSA	210.92
MR	137.236
ABS	0.17
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-396.8645
PM7_Total_Energy_ev	-7184.47868
PM7_Electronic_Energy_ev	-66245.24107
PM7_Dipole_Debye	4.8491
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.336
PM7_LUMO_Energy_ev	-2.239
PM7_COSMO_Area_square_ang	489.28
PM7_COSMO_Volue_cubic_ang	580.05
PM7_Electron_Affinity_ev	2.239
PM7_Ionization_Energy_ev	9.336
PM7_Energy_Gap_ev	7.097
PM7_Global_Hardness_ev	3.5485
PM7_Global_Softness_ev	0.2818092151613358
PM7_Chemical_Potential_ev	-5.7875
PM7_Electronigativity_ev	5.7875
PM7_Back_Donation_Energy_ev	-0.887125
PM7_Electrophilicity_ev	4.719621847259406
OPENEYE_Name	(2~{R})-2-[[(5~{S},6~{S})-1,5,6,9,14-pentahydroxy-11-methoxy-3-methyl-8,13-dioxo-5,6-dihydrobenzo[a]tetracene-2-carbonyl]amino]propanoic acid
SMILES	c1c2c(c(c-3c1C(C(c4c3c(c(c(c4)C)C(=O)NC(C(=O)O)C)O)O)O)O)C(=O)c5cc(cc(c5C2=O)O)OC
Canonical_SMILES	COc1cc(O)c2c(c1)C(=O)c1c(C2=O)cc2c(c1O)c1c([C@@H]([C@H]2O)O)cc(c(c1O)C(=O)N[C@@H](C(=O)O)C)C
InChI	1/C28H23NO11/c1-8-4-11-18(25(35)16(8)27(37)29-9(2)28(38)39)19-13(24(34)23(11)33)7-14-20(26(19)36)22(32)12-5-10(40-3)6-15(30)17(12)21(14)31/h4-7,9,23-24,30,33-36H,1-3H3,(H,29,37)(H,38,39)/f/h29,38H
InChI_3D	1S/C28H23NO11/c1-8-4-11-18(25(35)16(8)27(37)29-9(2)28(38)39)19-13(24(34)23(11)33)7-14-20(26(19)36)22(32)12-5-10(40-3)6-15(30)17(12)21(14)31/h4-7,9,23-24,30,33-36H,1-3H3,(H,29,37)(H,38,39)/t9-,23+,24+/m1/s1
AuxInfo	1/1/N:25,26,27,3,2,4,1,14,28,15,13,8,12,7,16,11,10,6,5,9,19,20,24,23,18,17,21,22,29,34,30,31,39,38,36,35,32,33,37,40/E:(38,39)/F:25,26,27,3,2,4,1,14,28,15,13,8,12,7,16,11,10,6,5,9,19,20,24,23,18,17,21,22,29,34,30,31,39,38,36,35,32,37,33,40/rA:63cCCCCCCCCCCCCCCCCCCCCCCCCCCCCNOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHH/rB:;;;;s5;d1;d2;s7;s8;;s1d5;d3s6;s3d11;s2d4;s4d10;s5d9;d6s11;s7s10;s8s9;s11;;s12;s13s23;s14;;;s22s26;s21s28;d19;d20;d21;d22;s16;s17;s18;s22;s23;s24;s15s27;s1;s2;s3;s4;s23;s24;s25;s25;s25;s26;s26;s26;s27;s27;s27;s28;s29;s34;s35;s36;s37;s38;s39;/rC:-3.4581,-3.0572,0;-6.9506,-1.0555,0;.0097,-1.0051,0;-7.8201,-2.5677,0;-2.5945,-1.5316,0;-1.729,-1.0199,0;-4.3349,-2.5575,0;-6.0784,-1.5545,0;-4.3393,-1.5459,0;-6.0775,-2.5626,0;-.8808,.4928,0;-2.5873,-2.5422,0;-.8541,-1.5151,0;;-7.8186,-1.5589,0;-6.9484,-3.071,0;-3.4719,-1.0363,0;-1.7409,-.02,0;-5.2053,-3.0637,0;-5.2121,-1.0495,0;-.8946,1.4927,0;-2.7811,2.9669,0;-1.7098,-3.0393,0;-.8388,-2.527,0;.8602,.51,0;-1.7949,3.9805,0;-9.5507,-1.5593,0;-1.7812,2.9806,0;-1.7674,1.9807,0;-5.2027,-4.0637,0;-5.2174,-.0495,0;-.0355,2.0046,0;-3.2691,2.0941,0;-6.946,-4.071,0;-3.4805,-.0363,0;-2.6133,.4687,0;-3.2929,3.8259,0;-.5741,-4.3707,0;.1437,-2.3408,0;-8.6847,-1.0591,0;-3.4541,-3.5572,0;-6.9521,-.5555,0;.4451,-1.2509,0;-8.2533,-2.8174,0;-2.0281,-3.4249,0;-.6629,-2.995,0;.6052,.9401,0;1.1152,.0799,0;1.2903,.765,0;-1.295,3.9874,0;-2.2949,3.9737,0;-1.8018,4.4805,0;-9.3006,-1.9923,0;-9.8008,-1.1263,0;-9.9836,-1.8094,0;-1.2812,2.9875,0;-2.1969,1.7248,0;-6.5124,-4.32,0;-3.9157,.2099,0;-2.6198,.9687,0;-3.7929,3.8191,0;-.7413,-4.8419,0;.47,-2.7197,0;
Duplicates	ChEBI8352_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000008250-0000008499/ChEBI8352_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000008250-0000008499/ChEBI8352_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000008250-0000008499/ChEBI8352_s0.sdf