CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI180919_s0 (96696)

Formula C₂₁H₂₃NO₇

MW 401.42

InChIKey CLWWYCHTKMHNJB-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 52

Number_Heavy_Atoms 29

Number_Rings 4

Number_Bonds 55

Rotat_Bonds 8

Unbranched_Chain 2

Chiral_Centers 3

ONatoms 8

HB_Donor 5

HB_Acceptor 6

OpenEye_HB_Donors 5

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 5

Lipinski_HB_Acceptors 8

Lipinski_Violations 0

XLogP3 0

XLogP -0.58

logP 2.1674

PSA 130.69

MR 108.232

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -255.08907

PM7_Total_Energy_ev -5143.23975

PM7_Electronic_Energy_ev -44181.23916

PM7_Dipole_Debye 8.39508

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.809

PM7_LUMO_Energy_ev -0.166

PM7_COSMO_Area_square_ang 368.1

PM7_COSMO_Volue_cubic_ang 468.39

PM7_Electron_Affinity_ev 0.166

PM7_Ionization_Energy_ev 8.809

PM7_Energy_Gap_ev 8.643

PM7_Global_Hardness_ev 4.3215

PM7_Global_Softness_ev 0.23140113386555594

PM7_Chemical_Potential_ev -4.4875

PM7_Electronigativity_ev 4.4875

PM7_Back_Donation_Energy_ev -1.080375

PM7_Electrophilicity_ev 2.3299382448223995

OPENEYE_Name (5~{R})-5-[(2~{S},3~{S})-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-chroman-8-yl]-1-ethyl-pyrrolidin-2-one

SMILES c1cc(c(cc1C2C(Cc3c(c(c(cc3O)O)C4CCC(=O)N4CC)O2)O)O)O

Canonical_SMILES CCN1C(=O)CC[C@@H]1c1c(O)cc(c2c1O[C@H]([C@H](C2)O)c1ccc(c(c1)O)O)O

InChI 1/C21H23NO7/c1-2-22-12(4-6-18(22)28)19-16(26)9-14(24)11-8-17(27)20(29-21(11)19)10-3-5-13(23)15(25)7-10/h3,5,7,9,12,17,20,23-27H,2,4,6,8H2,1H3

InChI_3D 1S/C21H23NO7/c1-2-22-12(4-6-18(22)28)19-16(26)9-14(24)11-8-17(27)20(29-21(11)19)10-3-5-13(23)15(25)7-10/h3,5,7,9,12,17,20,23-27H,2,4,6,8H2,1H3/t12-,17+,20+/m1/s1

AuxInfo 1/0/N:20,21,1,16,2,15,3,14,4,5,6,17,9,11,10,12,19,13,7,18,8,22,25,27,26,28,29,23,24/rA:52cCCCCCCCCCCCCCCCCCCCCCNOOOOOOOHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;s1d3;;;d6s7;s2;s3d9;d4s6;s4d7;;s6;s13;s15;s7s16;s5;s14s18;;s20;s13s17s21;d13;s8s18;s9;s10;s11;s12;s19;s1;s2;s3;s4;s14;s14;s15;s15;s16;s16;s17;s18;s19;s20;s20;s20;s21;s21;s25;s26;s27;s28;s29;/rC:.0069,-3.0625,0;-.9911,-2.9984,0;.1231,-1.3313,0;4.647,.4121,0;.5662,-2.2335,0;3.9398,-1.1734,0;2.9108,.2372,0;3.0199,-.7638,0;-1.4342,-2.0961,0;-.8794,-1.258,0;4.7473,-.5835,0;3.7288,.8224,0;-.3065,.9518,0;4.0445,-2.1694,0;;1.0015,0,0;1.3133,.9518,0;2.3121,-2.3533,0;3.232,-2.763,0;.4977,3.5426,0;.4993,2.5426,0;.5008,1.5426,0;-1.2577,1.2604,0;2.2046,-1.35,0;-2.4322,-2.0321,0;-1.6509,.3128,0;5.6605,-.991,0;3.6286,1.8174,0;2.2546,-4.2146,0;.2273,-3.5113,0;-1.269,-3.4141,0;.4028,-.9168,0;5.0523,.7048,0;4.2645,-2.6184,0;4.525,-2.0311,0;.0518,-.4973,0;-.4893,-.1031,0;1.4904,-.1047,0;.9488,-.4972,0;1.5638,1.3845,0;2.1914,-2.8386,0;3.5923,-3.1097,0;-.0023,3.5418,0;.9977,3.5434,0;.497,4.0426,0;.9993,2.5434,0;-.0007,2.5418,0;-2.7094,-2.4482,0;-2.1497,.3463,0;5.7123,-1.4883,0;3.1728,2.0227,0;2.4742,-4.6639,0;

Duplicates ChEBI180919_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000180750-0000180999/ChEBI180919_s0.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000180750-0000180999/ChEBI180919_s0.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000180750-0000180999/ChEBI180919_s0.sdf

Formula	C₂₁H₂₃NO₇
MW	401.42
InChIKey	CLWWYCHTKMHNJB-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	52
Number_Heavy_Atoms	29
Number_Rings	4
Number_Bonds	55
Rotat_Bonds	8
Unbranched_Chain	2
Chiral_Centers	3
ONatoms	8
HB_Donor	5
HB_Acceptor	6
OpenEye_HB_Donors	5
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	5
Lipinski_HB_Acceptors	8
Lipinski_Violations	0
XLogP3	0
XLogP	-0.58
logP	2.1674
PSA	130.69
MR	108.232
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-255.08907
PM7_Total_Energy_ev	-5143.23975
PM7_Electronic_Energy_ev	-44181.23916
PM7_Dipole_Debye	8.39508
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.809
PM7_LUMO_Energy_ev	-0.166
PM7_COSMO_Area_square_ang	368.1
PM7_COSMO_Volue_cubic_ang	468.39
PM7_Electron_Affinity_ev	0.166
PM7_Ionization_Energy_ev	8.809
PM7_Energy_Gap_ev	8.643
PM7_Global_Hardness_ev	4.3215
PM7_Global_Softness_ev	0.23140113386555594
PM7_Chemical_Potential_ev	-4.4875
PM7_Electronigativity_ev	4.4875
PM7_Back_Donation_Energy_ev	-1.080375
PM7_Electrophilicity_ev	2.3299382448223995
OPENEYE_Name	(5~{R})-5-[(2~{S},3~{S})-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-chroman-8-yl]-1-ethyl-pyrrolidin-2-one
SMILES	c1cc(c(cc1C2C(Cc3c(c(c(cc3O)O)C4CCC(=O)N4CC)O2)O)O)O
Canonical_SMILES	CCN1C(=O)CC[C@@H]1c1c(O)cc(c2c1O[C@H]([C@H](C2)O)c1ccc(c(c1)O)O)O
InChI	1/C21H23NO7/c1-2-22-12(4-6-18(22)28)19-16(26)9-14(24)11-8-17(27)20(29-21(11)19)10-3-5-13(23)15(25)7-10/h3,5,7,9,12,17,20,23-27H,2,4,6,8H2,1H3
InChI_3D	1S/C21H23NO7/c1-2-22-12(4-6-18(22)28)19-16(26)9-14(24)11-8-17(27)20(29-21(11)19)10-3-5-13(23)15(25)7-10/h3,5,7,9,12,17,20,23-27H,2,4,6,8H2,1H3/t12-,17+,20+/m1/s1
AuxInfo	1/0/N:20,21,1,16,2,15,3,14,4,5,6,17,9,11,10,12,19,13,7,18,8,22,25,27,26,28,29,23,24/rA:52cCCCCCCCCCCCCCCCCCCCCCNOOOOOOOHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;s1d3;;;d6s7;s2;s3d9;d4s6;s4d7;;s6;s13;s15;s7s16;s5;s14s18;;s20;s13s17s21;d13;s8s18;s9;s10;s11;s12;s19;s1;s2;s3;s4;s14;s14;s15;s15;s16;s16;s17;s18;s19;s20;s20;s20;s21;s21;s25;s26;s27;s28;s29;/rC:.0069,-3.0625,0;-.9911,-2.9984,0;.1231,-1.3313,0;4.647,.4121,0;.5662,-2.2335,0;3.9398,-1.1734,0;2.9108,.2372,0;3.0199,-.7638,0;-1.4342,-2.0961,0;-.8794,-1.258,0;4.7473,-.5835,0;3.7288,.8224,0;-.3065,.9518,0;4.0445,-2.1694,0;;1.0015,0,0;1.3133,.9518,0;2.3121,-2.3533,0;3.232,-2.763,0;.4977,3.5426,0;.4993,2.5426,0;.5008,1.5426,0;-1.2577,1.2604,0;2.2046,-1.35,0;-2.4322,-2.0321,0;-1.6509,.3128,0;5.6605,-.991,0;3.6286,1.8174,0;2.2546,-4.2146,0;.2273,-3.5113,0;-1.269,-3.4141,0;.4028,-.9168,0;5.0523,.7048,0;4.2645,-2.6184,0;4.525,-2.0311,0;.0518,-.4973,0;-.4893,-.1031,0;1.4904,-.1047,0;.9488,-.4972,0;1.5638,1.3845,0;2.1914,-2.8386,0;3.5923,-3.1097,0;-.0023,3.5418,0;.9977,3.5434,0;.497,4.0426,0;.9993,2.5434,0;-.0007,2.5418,0;-2.7094,-2.4482,0;-2.1497,.3463,0;5.7123,-1.4883,0;3.1728,2.0227,0;2.4742,-4.6639,0;
Duplicates	ChEBI180919_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000180750-0000180999/ChEBI180919_s0.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000180750-0000180999/ChEBI180919_s0.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000180750-0000180999/ChEBI180919_s0.sdf