CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI181139_p7 (96814)

Formula C₂₀H₂₂NO₅

MW 356.4

InChIKey ZAVWGRCRKSHIMO-SSBHVTIHNA-O

Entry_Date 2023-11-01

Net_Charge 1

Number_Atoms 48

Number_Heavy_Atoms 26

Number_Rings 5

Number_Bonds 52

Rotat_Bonds 3

Unbranched_Chain 2

Chiral_Centers 2

ONatoms 6

HB_Donor 2

HB_Acceptor 1

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 1

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 2.22

logP 2.8276

PSA 61.59

MR 100.145

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol 15.66148

PM7_Total_Energy_ev -4408.16628

PM7_Electronic_Energy_ev -36399.6022

PM7_Dipole_Debye 10.61602

PM7_Point_Group C1

PM7_HOMO_Energy_ev -11.485

PM7_LUMO_Energy_ev -3.784

PM7_COSMO_Area_square_ang 343.99

PM7_COSMO_Volue_cubic_ang 403.77

PM7_Electron_Affinity_ev 3.784

PM7_Ionization_Energy_ev 11.485

PM7_Energy_Gap_ev 7.701

PM7_Global_Hardness_ev 3.8505

PM7_Global_Softness_ev 0.2597065316192702

PM7_Chemical_Potential_ev -7.6345

PM7_Electronigativity_ev 7.6345

PM7_Back_Donation_Energy_ev -0.962625

PM7_Electrophilicity_ev 7.5685742436047265

OPENEYE_Name (11~{S},12~{S},13~{S})-16,17-dimethoxy-11-methyl-3,5-dioxa-11-azoniapentacyclo[10.7.1.0^{2,6}.0^{8,20}.0^{14,19}]icosa-1(20),2(6),7,14,16,18-hexaen-13-ol

SMILES c1c-2c(cc(c1OC)OC)C(C3c4c2c5c(cc4CC[NH+]3C)OCO5)O

Canonical_SMILES COc1cc2c(cc1OC)[C@H](O)[C@@H]1c3c2c2OCOc2cc3CC[N@@H+]1C

InChI 1/C20H21NO5/c1-21-5-4-10-6-15-20(26-9-25-15)17-11-7-13(23-2)14(24-3)8-12(11)19(22)18(21)16(10)17/h6-8,18-19,22H,4-5,9H2,1-3H3/p+1/fC20H22NO5/h21H/q+1

InChI_3D 1S/C20H21NO5/c1-21-5-4-10-6-15-20(26-9-25-15)17-11-7-13(23-2)14(24-3)8-12(11)19(22)18(21)16(10)17/h6-8,18-19,22H,4-5,9H2,1-3H3/p+1/t18-,19-/m0/s1

AuxInfo 1/1/N:18,19,20,13,14,2,1,3,15,6,4,7,11,12,9,8,5,16,17,10,21,24,25,26,22,23/F:m/rA:48cCCCCCCCCCCCCCCCCCCCCN+OOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:;;d1;s4;d2;d3s4;d5s6;s2;s5d9;s1;s3d11;s6;s13;;s8;s7s16;;;;s14s16s18;s9s15;s10s15;s17;s11s19;s12s20;s1;s2;s3;s13;s13;s14;s14;s15;s15;s16;s17;s18;s18;s18;s19;s19;s19;s20;s20;s20;s24;s21;/rC:;-3.5,-.866,0;1,-1.732,0;-.5,-.866,0;-1.5,-.866,0;-3,-1.7321,0;0,-1.732,0;-2,-1.7321,0;-3,0,0;-2,0,0;1,0,0;1.5,-.866,0;-3.5,-2.5981,0;-3,-3.4641,0;-2.5,1.5388,0;-1.5,-2.5981,0;-.5,-2.5981,0;-2.3039,-5.1875,0;1,1.7321,0;3,0,0;-2,-3.4641,0;-3.309,.9511,0;-1.691,.9511,0;.4397,-2.9401,0;1.5,.866,0;2.5,-.866,0;-.25,.433,0;-4,-.866,0;1.25,-2.1651,0;-3.883,-2.9195,0;-3.883,-2.2767,0;-2.9132,-3.9565,0;-3.4698,-3.6351,0;-2.8346,1.9104,0;-2.1654,1.9104,0;-2,-2.5981,0;-.5868,-3.0905,0;-1.8115,-5.2743,0;-2.7963,-5.1007,0;-2.3907,-5.6799,0;.567,1.4821,0;.75,2.1651,0;1.433,1.9821,0;3.433,-.25,0;2.567,.25,0;3.25,.433,0;.5265,-3.4325,0;-1.5302,-3.6351,0;

Duplicates ChEBI181139_p7

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000181000-0000181249/ChEBI181139_p7.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000181000-0000181249/ChEBI181139_p7.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000181000-0000181249/ChEBI181139_p7.sdf

Formula	C₂₀H₂₂NO₅
MW	356.4
InChIKey	ZAVWGRCRKSHIMO-SSBHVTIHNA-O
Entry_Date	2023-11-01
Net_Charge	1
Number_Atoms	48
Number_Heavy_Atoms	26
Number_Rings	5
Number_Bonds	52
Rotat_Bonds	3
Unbranched_Chain	2
Chiral_Centers	2
ONatoms	6
HB_Donor	2
HB_Acceptor	1
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	1
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	2.22
logP	2.8276
PSA	61.59
MR	100.145
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	15.66148
PM7_Total_Energy_ev	-4408.16628
PM7_Electronic_Energy_ev	-36399.6022
PM7_Dipole_Debye	10.61602
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-11.485
PM7_LUMO_Energy_ev	-3.784
PM7_COSMO_Area_square_ang	343.99
PM7_COSMO_Volue_cubic_ang	403.77
PM7_Electron_Affinity_ev	3.784
PM7_Ionization_Energy_ev	11.485
PM7_Energy_Gap_ev	7.701
PM7_Global_Hardness_ev	3.8505
PM7_Global_Softness_ev	0.2597065316192702
PM7_Chemical_Potential_ev	-7.6345
PM7_Electronigativity_ev	7.6345
PM7_Back_Donation_Energy_ev	-0.962625
PM7_Electrophilicity_ev	7.5685742436047265
OPENEYE_Name	(11~{S},12~{S},13~{S})-16,17-dimethoxy-11-methyl-3,5-dioxa-11-azoniapentacyclo[10.7.1.0^{2,6}.0^{8,20}.0^{14,19}]icosa-1(20),2(6),7,14,16,18-hexaen-13-ol
SMILES	c1c-2c(cc(c1OC)OC)C(C3c4c2c5c(cc4CC[NH+]3C)OCO5)O
Canonical_SMILES	COc1cc2c(cc1OC)[C@H](O)[C@@H]1c3c2c2OCOc2cc3CC[N@@H+]1C
InChI	1/C20H21NO5/c1-21-5-4-10-6-15-20(26-9-25-15)17-11-7-13(23-2)14(24-3)8-12(11)19(22)18(21)16(10)17/h6-8,18-19,22H,4-5,9H2,1-3H3/p+1/fC20H22NO5/h21H/q+1
InChI_3D	1S/C20H21NO5/c1-21-5-4-10-6-15-20(26-9-25-15)17-11-7-13(23-2)14(24-3)8-12(11)19(22)18(21)16(10)17/h6-8,18-19,22H,4-5,9H2,1-3H3/p+1/t18-,19-/m0/s1
AuxInfo	1/1/N:18,19,20,13,14,2,1,3,15,6,4,7,11,12,9,8,5,16,17,10,21,24,25,26,22,23/F:m/rA:48cCCCCCCCCCCCCCCCCCCCCN+OOOOOHHHHHHHHHHHHHHHHHHHHHH/rB:;;d1;s4;d2;d3s4;d5s6;s2;s5d9;s1;s3d11;s6;s13;;s8;s7s16;;;;s14s16s18;s9s15;s10s15;s17;s11s19;s12s20;s1;s2;s3;s13;s13;s14;s14;s15;s15;s16;s17;s18;s18;s18;s19;s19;s19;s20;s20;s20;s24;s21;/rC:;-3.5,-.866,0;1,-1.732,0;-.5,-.866,0;-1.5,-.866,0;-3,-1.7321,0;0,-1.732,0;-2,-1.7321,0;-3,0,0;-2,0,0;1,0,0;1.5,-.866,0;-3.5,-2.5981,0;-3,-3.4641,0;-2.5,1.5388,0;-1.5,-2.5981,0;-.5,-2.5981,0;-2.3039,-5.1875,0;1,1.7321,0;3,0,0;-2,-3.4641,0;-3.309,.9511,0;-1.691,.9511,0;.4397,-2.9401,0;1.5,.866,0;2.5,-.866,0;-.25,.433,0;-4,-.866,0;1.25,-2.1651,0;-3.883,-2.9195,0;-3.883,-2.2767,0;-2.9132,-3.9565,0;-3.4698,-3.6351,0;-2.8346,1.9104,0;-2.1654,1.9104,0;-2,-2.5981,0;-.5868,-3.0905,0;-1.8115,-5.2743,0;-2.7963,-5.1007,0;-2.3907,-5.6799,0;.567,1.4821,0;.75,2.1651,0;1.433,1.9821,0;3.433,-.25,0;2.567,.25,0;3.25,.433,0;.5265,-3.4325,0;-1.5302,-3.6351,0;
Duplicates	ChEBI181139_p7
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000181000-0000181249/ChEBI181139_p7.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000181000-0000181249/ChEBI181139_p7.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000181000-0000181249/ChEBI181139_p7.sdf