CompChem-Database: compound details

CompChem-Database: details for selected entry

DB15534_s0 (12503)

Formula C₂₁H₂₃NO₆

MW 385.42

InChIKey PRGILOMAMBLWNG-VVKINWOJNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 51

Number_Heavy_Atoms 28

Number_Rings 3

Number_Bonds 53

Rotat_Bonds 6

Unbranched_Chain 2

Chiral_Centers 1

ONatoms 7

HB_Donor 2

HB_Acceptor 3

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 7

Lipinski_Violations 0

XLogP3 0

XLogP 1.83

logP 2.9595

PSA 94.09

MR 104.888

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -168.18909

PM7_Total_Energy_ev -4845.89131

PM7_Electronic_Energy_ev -41387.92563

PM7_Dipole_Debye 5.62697

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.06

PM7_LUMO_Energy_ev -0.98

PM7_COSMO_Area_square_ang 365.45

PM7_COSMO_Volue_cubic_ang 458.69

PM7_Electron_Affinity_ev 0.98

PM7_Ionization_Energy_ev 9.06

PM7_Energy_Gap_ev 8.08

PM7_Global_Hardness_ev 4.04

PM7_Global_Softness_ev 0.24752475247524752

PM7_Chemical_Potential_ev -5.02

PM7_Electronigativity_ev 5.02

PM7_Back_Donation_Energy_ev -1.01

PM7_Electrophilicity_ev 3.118861386138614

OPENEYE_Name ~{N}-[(7~{R})-10-hydroxy-1,2,3-trimethoxy-9-oxo-6,7-dihydro-5~{H}-benzo[a]heptalen-7-yl]acetamide

SMILES c1c2c(c(c(c1OC)OC)OC)-c3ccc(c(=O)cc3C(CC2)NC(=O)C)O

Canonical_SMILES COc1c(OC)cc2c(c1OC)c1ccc(c(=O)cc1[C@@H](CC2)NC(=O)C)O

InChI 1/C21H23NO6/c1-11(23)22-15-7-5-12-9-18(26-2)20(27-3)21(28-4)19(12)13-6-8-16(24)17(25)10-14(13)15/h6,8-10,15H,5,7H2,1-4H3,(H,22,23)(H,24,25)/f/h22,24H

InChI_3D 1S/C21H23NO6/c1-11(23)22-15-7-5-12-9-18(26-2)20(27-3)21(28-4)19(12)13-6-8-16(24)17(25)10-14(13)15/h6,8-10,15H,5,7H2,1-4H3,(H,22,23)(H,24,25)/t15-/m1/s1

AuxInfo 1/1/N:18,19,21,20,15,7,16,8,1,9,14,3,10,11,17,12,13,4,2,6,5,22,24,25,23,26,28,27/F:m/rA:51cCCCCCCCCCCCCCCCCCCCCCNOOOOOOHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1s2;s1;d2;d4s5;;s7;;s2d7;d9s10;d8;s9s12;;s3;s15;s11s16;s14;;;;s14s17;d13;d14;s12;s4s19;s5s20;s6s21;s1;s7;s8;s9;s15;s15;s16;s16;s17;s18;s18;s18;s19;s19;s19;s20;s20;s20;s21;s21;s21;s22;s25;/rC:;0,-1.7321,0;-.5,-.866,0;1,0,0;1,-1.7321,0;1.5,-.866,0;.4609,-3.2262,0;.5356,-4.2234,0;-1.6863,-3.8886,0;-.3653,-2.6629,0;-1.3209,-2.9577,0;-.1974,-4.9036,0;-1.1863,-4.7546,0;-3.7753,-4.1724,0;-1.4888,-.717,0;-2.2219,-1.3972,0;-2.1472,-2.3944,0;-4.3988,-3.3906,0;1,1.7321,0;2.875,-3.2476,0;3,0,0;-2.7865,-4.0234,0;-1.7496,-5.5808,0;-4.1407,-5.1033,0;.0973,-5.8592,0;1.5,.866,0;1.875,-3.2476,0;2.5,-.866,0;-.25,.433,0;.8939,-2.9762,0;1.0011,-4.4061,0;-2.1849,-3.9259,0;-1.9019,-.4353,0;-1.3062,-.2515,0;-2.6997,-1.5445,0;-2.4719,-.9641,0;-2.6416,-2.3198,0;-4.7897,-3.7023,0;-4.0079,-3.0788,0;-4.7106,-2.9997,0;.567,1.4821,0;1.433,1.9821,0;.75,2.1651,0;2.875,-2.7476,0;2.875,-3.7476,0;3.375,-3.2476,0;2.567,.25,0;3.433,-.25,0;3.25,.433,0;-2.4748,-4.4143,0;.5848,-5.9705,0;

Duplicates DB15534_s0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015500-0000015749/DB15534_s0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015500-0000015749/DB15534_s0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015500-0000015749/DB15534_s0.sdf

Formula	C₂₁H₂₃NO₆
MW	385.42
InChIKey	PRGILOMAMBLWNG-VVKINWOJNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	51
Number_Heavy_Atoms	28
Number_Rings	3
Number_Bonds	53
Rotat_Bonds	6
Unbranched_Chain	2
Chiral_Centers	1
ONatoms	7
HB_Donor	2
HB_Acceptor	3
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	7
Lipinski_Violations	0
XLogP3	0
XLogP	1.83
logP	2.9595
PSA	94.09
MR	104.888
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-168.18909
PM7_Total_Energy_ev	-4845.89131
PM7_Electronic_Energy_ev	-41387.92563
PM7_Dipole_Debye	5.62697
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.06
PM7_LUMO_Energy_ev	-0.98
PM7_COSMO_Area_square_ang	365.45
PM7_COSMO_Volue_cubic_ang	458.69
PM7_Electron_Affinity_ev	0.98
PM7_Ionization_Energy_ev	9.06
PM7_Energy_Gap_ev	8.08
PM7_Global_Hardness_ev	4.04
PM7_Global_Softness_ev	0.24752475247524752
PM7_Chemical_Potential_ev	-5.02
PM7_Electronigativity_ev	5.02
PM7_Back_Donation_Energy_ev	-1.01
PM7_Electrophilicity_ev	3.118861386138614
OPENEYE_Name	~{N}-[(7~{R})-10-hydroxy-1,2,3-trimethoxy-9-oxo-6,7-dihydro-5~{H}-benzo[a]heptalen-7-yl]acetamide
SMILES	c1c2c(c(c(c1OC)OC)OC)-c3ccc(c(=O)cc3C(CC2)NC(=O)C)O
Canonical_SMILES	COc1c(OC)cc2c(c1OC)c1ccc(c(=O)cc1[C@@H](CC2)NC(=O)C)O
InChI	1/C21H23NO6/c1-11(23)22-15-7-5-12-9-18(26-2)20(27-3)21(28-4)19(12)13-6-8-16(24)17(25)10-14(13)15/h6,8-10,15H,5,7H2,1-4H3,(H,22,23)(H,24,25)/f/h22,24H
InChI_3D	1S/C21H23NO6/c1-11(23)22-15-7-5-12-9-18(26-2)20(27-3)21(28-4)19(12)13-6-8-16(24)17(25)10-14(13)15/h6,8-10,15H,5,7H2,1-4H3,(H,22,23)(H,24,25)/t15-/m1/s1
AuxInfo	1/1/N:18,19,21,20,15,7,16,8,1,9,14,3,10,11,17,12,13,4,2,6,5,22,24,25,23,26,28,27/F:m/rA:51cCCCCCCCCCCCCCCCCCCCCCNOOOOOOHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1s2;s1;d2;d4s5;;s7;;s2d7;d9s10;d8;s9s12;;s3;s15;s11s16;s14;;;;s14s17;d13;d14;s12;s4s19;s5s20;s6s21;s1;s7;s8;s9;s15;s15;s16;s16;s17;s18;s18;s18;s19;s19;s19;s20;s20;s20;s21;s21;s21;s22;s25;/rC:;0,-1.7321,0;-.5,-.866,0;1,0,0;1,-1.7321,0;1.5,-.866,0;.4609,-3.2262,0;.5356,-4.2234,0;-1.6863,-3.8886,0;-.3653,-2.6629,0;-1.3209,-2.9577,0;-.1974,-4.9036,0;-1.1863,-4.7546,0;-3.7753,-4.1724,0;-1.4888,-.717,0;-2.2219,-1.3972,0;-2.1472,-2.3944,0;-4.3988,-3.3906,0;1,1.7321,0;2.875,-3.2476,0;3,0,0;-2.7865,-4.0234,0;-1.7496,-5.5808,0;-4.1407,-5.1033,0;.0973,-5.8592,0;1.5,.866,0;1.875,-3.2476,0;2.5,-.866,0;-.25,.433,0;.8939,-2.9762,0;1.0011,-4.4061,0;-2.1849,-3.9259,0;-1.9019,-.4353,0;-1.3062,-.2515,0;-2.6997,-1.5445,0;-2.4719,-.9641,0;-2.6416,-2.3198,0;-4.7897,-3.7023,0;-4.0079,-3.0788,0;-4.7106,-2.9997,0;.567,1.4821,0;1.433,1.9821,0;.75,2.1651,0;2.875,-2.7476,0;2.875,-3.7476,0;3.375,-3.2476,0;2.567,.25,0;3.433,-.25,0;3.25,.433,0;-2.4748,-4.4143,0;.5848,-5.9705,0;
Duplicates	DB15534_s0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015500-0000015749/DB15534_s0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015500-0000015749/DB15534_s0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000015500-0000015749/DB15534_s0.sdf