CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI8182_s0_p0 (3650)

Formula C₂₁H₂₁NO₆

MW 383.4

InChIKey MHPSUMPGWBYSSV-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 49

Number_Heavy_Atoms 28

Number_Rings 4

Number_Bonds 52

Rotat_Bonds 6

Unbranched_Chain 2

Chiral_Centers 1

ONatoms 7

HB_Donor 3

HB_Acceptor 4

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP 1.85

logP 3.29

PSA 103.37

MR 109.372

ABS 0.55

Solubility soluble

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -180.4977

PM7_Total_Energy_ev -4819.73964

PM7_Electronic_Energy_ev -39470.54334

PM7_Dipole_Debye 9.001

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.027

PM7_LUMO_Energy_ev -0.969

PM7_COSMO_Area_square_ang 373.74

PM7_COSMO_Volue_cubic_ang 436.89

PM7_Electron_Affinity_ev 0.969

PM7_Ionization_Energy_ev 9.027

PM7_Energy_Gap_ev 8.058

PM7_Global_Hardness_ev 4.029

PM7_Global_Softness_ev 0.2482005460412013

PM7_Chemical_Potential_ev -4.998

PM7_Electronigativity_ev 4.998

PM7_Back_Donation_Energy_ev -1.00725

PM7_Electrophilicity_ev 3.1000253164556963

OPENEYE_Name 5,7-dihydroxy-2-(4-hydroxyphenyl)-6-methoxy-8-[(1~{S},2~{R})-1-methylpyrrolidin-2-yl]chromen-4-one

SMILES c1cc(ccc1c2cc(=O)c3c(o2)c(c(c(c3O)OC)O)C4CCCN4C)O

Canonical_SMILES COc1c(O)c([C@H]2CCCN2C)c2c(c1O)c(=O)cc(o2)c1ccc(cc1)O

InChI 1/C21H21NO6/c1-22-9-3-4-13(22)16-18(25)21(27-2)19(26)17-14(24)10-15(28-20(16)17)11-5-7-12(23)8-6-11/h5-8,10,13,23,25-26H,3-4,9H2,1-2H3

InChI_3D 1S/C21H21NO6/c1-22-9-3-4-13(22)16-18(25)21(27-2)19(26)17-14(24)10-15(28-20(16)17)11-5-7-12(23)8-6-11/h5-8,10,13,23,25-26H,3-4,9H2,1-2H3/t13-/m1/s1

AuxInfo 1/0/N:20,21,16,17,1,2,3,4,18,13,5,9,19,15,14,7,6,11,10,8,12,22,25,23,27,26,28,24/E:(5,6)(7,8)/rA:49cCCCCCCCCCCCCCCCCCCCCCNOOOOOOHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;s1d2;;;d6s7;s3d4;s6;d7;d10s11;;s5d13;s6s13;;s16;s16;s7s17;;;s18s19s20;d15;s8s14;s9;s10;s11;s12s21;s1;s2;s3;s4;s13;s16;s16;s17;s17;s18;s18;s19;s20;s20;s20;s21;s21;s21;s25;s26;s27;/rC:3.4298,3.8134,0;5.1561,3.9871,0;3.3292,4.8135,0;5.0555,4.9872,0;4.3428,3.4052,0;4.6482,.4104,0;2.9108,.2372,0;3.7298,.8231,0;4.1415,5.4055,0;4.7467,-.5848,0;3.0198,-.7626,0;3.9377,-1.1736,0;5.3615,1.9975,0;4.4429,2.4102,0;5.4605,.9962,0;;1.0015,0,0;-.3065,.9518,0;1.3133,.9518,0;.4993,2.5426,0;3.2322,-2.7554,0;.5008,1.5426,0;6.3721,.585,0;3.6233,1.8216,0;4.0414,6.4005,0;5.6592,-.9939,0;1.605,-1.7925,0;4.0416,-2.1682,0;3.0245,3.5207,0;5.6117,3.781,0;2.8727,5.0175,0;5.4621,5.2781,0;5.7674,2.2895,0;.0518,-.4973,0;-.4893,-.1031,0;1.4904,-.1047,0;.9488,-.4972,0;-.7634,.7487,0;-.5571,1.3845,0;1.5638,1.3845,0;.9993,2.5434,0;-.0007,2.5418,0;.4985,3.0426,0;2.9386,-2.3507,0;2.8275,-3.0491,0;3.5258,-3.1601,0;3.5855,6.6059,0;6.0645,-.7011,0;1.6577,-2.2897,0;

Duplicates ChEBI8182_s0_p0

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000008000-0000008249/ChEBI8182_s0_p0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000008000-0000008249/ChEBI8182_s0_p0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000008000-0000008249/ChEBI8182_s0_p0.sdf

Formula	C₂₁H₂₁NO₆
MW	383.4
InChIKey	MHPSUMPGWBYSSV-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	49
Number_Heavy_Atoms	28
Number_Rings	4
Number_Bonds	52
Rotat_Bonds	6
Unbranched_Chain	2
Chiral_Centers	1
ONatoms	7
HB_Donor	3
HB_Acceptor	4
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	1.85
logP	3.29
PSA	103.37
MR	109.372
ABS	0.55
Solubility	soluble
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-180.4977
PM7_Total_Energy_ev	-4819.73964
PM7_Electronic_Energy_ev	-39470.54334
PM7_Dipole_Debye	9.001
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.027
PM7_LUMO_Energy_ev	-0.969
PM7_COSMO_Area_square_ang	373.74
PM7_COSMO_Volue_cubic_ang	436.89
PM7_Electron_Affinity_ev	0.969
PM7_Ionization_Energy_ev	9.027
PM7_Energy_Gap_ev	8.058
PM7_Global_Hardness_ev	4.029
PM7_Global_Softness_ev	0.2482005460412013
PM7_Chemical_Potential_ev	-4.998
PM7_Electronigativity_ev	4.998
PM7_Back_Donation_Energy_ev	-1.00725
PM7_Electrophilicity_ev	3.1000253164556963
OPENEYE_Name	5,7-dihydroxy-2-(4-hydroxyphenyl)-6-methoxy-8-[(1~{S},2~{R})-1-methylpyrrolidin-2-yl]chromen-4-one
SMILES	c1cc(ccc1c2cc(=O)c3c(o2)c(c(c(c3O)OC)O)C4CCCN4C)O
Canonical_SMILES	COc1c(O)c([C@H]2CCCN2C)c2c(c1O)c(=O)cc(o2)c1ccc(cc1)O
InChI	1/C21H21NO6/c1-22-9-3-4-13(22)16-18(25)21(27-2)19(26)17-14(24)10-15(28-20(16)17)11-5-7-12(23)8-6-11/h5-8,10,13,23,25-26H,3-4,9H2,1-2H3
InChI_3D	1S/C21H21NO6/c1-22-9-3-4-13(22)16-18(25)21(27-2)19(26)17-14(24)10-15(28-20(16)17)11-5-7-12(23)8-6-11/h5-8,10,13,23,25-26H,3-4,9H2,1-2H3/t13-/m1/s1
AuxInfo	1/0/N:20,21,16,17,1,2,3,4,18,13,5,9,19,15,14,7,6,11,10,8,12,22,25,23,27,26,28,24/E:(5,6)(7,8)/rA:49cCCCCCCCCCCCCCCCCCCCCCNOOOOOOHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;s1d2;;;d6s7;s3d4;s6;d7;d10s11;;s5d13;s6s13;;s16;s16;s7s17;;;s18s19s20;d15;s8s14;s9;s10;s11;s12s21;s1;s2;s3;s4;s13;s16;s16;s17;s17;s18;s18;s19;s20;s20;s20;s21;s21;s21;s25;s26;s27;/rC:3.4298,3.8134,0;5.1561,3.9871,0;3.3292,4.8135,0;5.0555,4.9872,0;4.3428,3.4052,0;4.6482,.4104,0;2.9108,.2372,0;3.7298,.8231,0;4.1415,5.4055,0;4.7467,-.5848,0;3.0198,-.7626,0;3.9377,-1.1736,0;5.3615,1.9975,0;4.4429,2.4102,0;5.4605,.9962,0;;1.0015,0,0;-.3065,.9518,0;1.3133,.9518,0;.4993,2.5426,0;3.2322,-2.7554,0;.5008,1.5426,0;6.3721,.585,0;3.6233,1.8216,0;4.0414,6.4005,0;5.6592,-.9939,0;1.605,-1.7925,0;4.0416,-2.1682,0;3.0245,3.5207,0;5.6117,3.781,0;2.8727,5.0175,0;5.4621,5.2781,0;5.7674,2.2895,0;.0518,-.4973,0;-.4893,-.1031,0;1.4904,-.1047,0;.9488,-.4972,0;-.7634,.7487,0;-.5571,1.3845,0;1.5638,1.3845,0;.9993,2.5434,0;-.0007,2.5418,0;.4985,3.0426,0;2.9386,-2.3507,0;2.8275,-3.0491,0;3.5258,-3.1601,0;3.5855,6.6059,0;6.0645,-.7011,0;1.6577,-2.2897,0;
Duplicates	ChEBI8182_s0_p0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000008000-0000008249/ChEBI8182_s0_p0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000008000-0000008249/ChEBI8182_s0_p0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000008000-0000008249/ChEBI8182_s0_p0.sdf