CompChem-Database: compound details

CompChem-Database: details for selected entry

CHEMBL101871_p0 (2012)

Formula C₂₅H₂₂FN₃O₆

MW 479.47

InChIKey CKDNHQVHGHKQIG-VJSLDGLSNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 57

Number_Heavy_Atoms 35

Number_Rings 7

Number_Bonds 63

Rotat_Bonds 4

Unbranched_Chain 1

Chiral_Centers 3

ONatoms 9

HB_Donor 2

HB_Acceptor 3

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 4

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 9

Lipinski_Violations 0

XLogP3 0

XLogP -1.11

logP 3.4313

PSA 122.94

MR 127.986

ABS 0.55

Solubility poorly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -154.24734

PM7_Total_Energy_ev -6161.07898

PM7_Electronic_Energy_ev -54582.12761

PM7_Dipole_Debye 10.60685

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.301

PM7_LUMO_Energy_ev -0.954

PM7_COSMO_Area_square_ang 435.67

PM7_COSMO_Volue_cubic_ang 518.76

PM7_Electron_Affinity_ev 0.954

PM7_Ionization_Energy_ev 8.301

PM7_Energy_Gap_ev 7.347

PM7_Global_Hardness_ev 3.6735

PM7_Global_Softness_ev 0.2722199537226079

PM7_Chemical_Potential_ev -4.6275

PM7_Electronigativity_ev 4.6275

PM7_Back_Donation_Energy_ev -0.918375

PM7_Electrophilicity_ev 2.9146258677011025

OPENEYE_Name (5~{R})-13-[(3~{S})-3-aminopyrrolidin-1-yl]-14-fluoro-5-[(2~{R})-2-methyloxiran-2-yl]-17-oxo-4,11-dioxa-1-azapentacyclo[10.7.1.0^{2,10}.0^{3,7}.0^{16,20}]icosa-2(10),3(7),8,12(20),13,15,18-heptaene-18-carboxylic acid

SMILES c1cc2c(c3c1CC(O3)C4(CO4)C)-n5c6c(cc(c(c6O2)N7CCC(C7)N)F)c(=O)c(c5)C(=O)O

Canonical_SMILES N[C@H]1CCN(C1)c1c(F)cc2c3c1oc1ccc4c(c1n3cc(c2=O)C(=O)O)O[C@H](C4)[C@@]1(C)CO1

InChI 1/C25H22FN3O6/c1-25(10-33-25)17-6-11-2-3-16-20(22(11)35-17)29-9-14(24(31)32)21(30)13-7-15(26)19(23(34-16)18(13)29)28-5-4-12(27)8-28/h2-3,7,9,12,17H,4-6,8,10,27H2,1H3,(H,31,32)/f/h31H

InChI_3D 1S/C25H22FN3O6/c1-25(10-33-25)17-6-11-2-3-16-20(22(11)35-17)29-9-14(24(31)32)21(30)13-7-15(26)19(23(34-16)18(13)29)28-5-4-12(27)8-28/h2-3,7,9,12,17H,4-6,8,10,27H2,1H3,(H,31,32)/t12-,17+,25+/m0/s1

AuxInfo 1/1/N:25,1,2,18,19,17,3,20,13,21,5,22,4,15,12,9,23,6,8,7,14,10,11,16,24,35,28,27,26,29,30,34,33,31,32/E:(31,32)/F:25,1,2,18,19,17,3,20,13,21,5,22,4,15,12,9,23,6,8,7,14,10,11,16,24,35,28,27,26,29,34,30,33,31,32/rA:57cCCCCCCCCCCCCCCCCCCCCCCCCCNNNOOOOOOFHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;d3;s1;s4;;;s2d7;d5s7;d6s8;s3d8;;s4;d13s14;s15;s5;;s18;;;s18s20;s17;s21s23;s24;s6s7s13;s8s19s20;s22;d14;d16;s9s11;s10s23;s21s24;s16;s12;s1;s2;s3;s13;s17;s17;s18;s18;s19;s19;s20;s20;s21;s21;s22;s23;s25;s25;s25;s28;s28;s34;/rC:-3.8316,3.036,0;-2.9648,2.5373,0;1.363,4.0439,0;.4962,4.5426,0;-3.8331,4.036,0;-.369,4.0413,0;-2.1011,4.0386,0;.4993,2.5426,0;-2.0996,3.0386,0;-2.9679,4.5373,0;-.3675,3.0413,0;1.3645,3.0439,0;-1.2374,5.5399,0;.4947,5.5426,0;-.3721,6.0413,0;-.3736,7.0413,0;-4.5773,4.704,0;;-.3065,.9518,0;1.3133,.9518,0;-3.4375,7.4458,0;1.0015,0,0;-4.172,5.6181,0;-3.9656,6.5966,0;-5.5894,7.2491,0;-1.2358,4.5399,0;.5008,1.5426,0;2.7127,-.3666,0;1.3599,6.0439,0;.4916,7.5426,0;-1.2328,2.54,0;-3.1773,5.5151,0;-2.9642,6.5628,0;-1.2404,7.5399,0;2.2313,2.5452,0;-4.2642,2.7853,0;-2.9641,2.0373,0;1.7956,4.2946,0;-1.6708,5.7893,0;-4.8706,4.299,0;-5.0107,4.9533,0;.0518,-.4973,0;-.4893,-.1031,0;-.7634,.7487,0;-.5571,1.3845,0;1.5638,1.3845,0;1.7697,.7476,0;-3.81,7.7794,0;-3.0445,7.7548,0;.9488,-.4972,0;-4.6477,5.7719,0;-5.7758,6.7851,0;-5.4029,7.713,0;-6.0533,7.4355,0;3.0478,.0044,0;2.8664,-.8424,0;-1.2412,8.0399,0;

Duplicates CHEMBL101871_p0

mol2_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000101750-0000101999/CHEMBL101871_p0.mol2

pdbqt_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000101750-0000101999/CHEMBL101871_p0.pdbqt

sdf_Path /CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000101750-0000101999/CHEMBL101871_p0.sdf

Formula	C₂₅H₂₂FN₃O₆
MW	479.47
InChIKey	CKDNHQVHGHKQIG-VJSLDGLSNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	57
Number_Heavy_Atoms	35
Number_Rings	7
Number_Bonds	63
Rotat_Bonds	4
Unbranched_Chain	1
Chiral_Centers	3
ONatoms	9
HB_Donor	2
HB_Acceptor	3
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	4
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	9
Lipinski_Violations	0
XLogP3	0
XLogP	-1.11
logP	3.4313
PSA	122.94
MR	127.986
ABS	0.55
Solubility	poorly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-154.24734
PM7_Total_Energy_ev	-6161.07898
PM7_Electronic_Energy_ev	-54582.12761
PM7_Dipole_Debye	10.60685
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.301
PM7_LUMO_Energy_ev	-0.954
PM7_COSMO_Area_square_ang	435.67
PM7_COSMO_Volue_cubic_ang	518.76
PM7_Electron_Affinity_ev	0.954
PM7_Ionization_Energy_ev	8.301
PM7_Energy_Gap_ev	7.347
PM7_Global_Hardness_ev	3.6735
PM7_Global_Softness_ev	0.2722199537226079
PM7_Chemical_Potential_ev	-4.6275
PM7_Electronigativity_ev	4.6275
PM7_Back_Donation_Energy_ev	-0.918375
PM7_Electrophilicity_ev	2.9146258677011025
OPENEYE_Name	(5~{R})-13-[(3~{S})-3-aminopyrrolidin-1-yl]-14-fluoro-5-[(2~{R})-2-methyloxiran-2-yl]-17-oxo-4,11-dioxa-1-azapentacyclo[10.7.1.0^{2,10}.0^{3,7}.0^{16,20}]icosa-2(10),3(7),8,12(20),13,15,18-heptaene-18-carboxylic acid
SMILES	c1cc2c(c3c1CC(O3)C4(CO4)C)-n5c6c(cc(c(c6O2)N7CCC(C7)N)F)c(=O)c(c5)C(=O)O
Canonical_SMILES	N[C@H]1CCN(C1)c1c(F)cc2c3c1oc1ccc4c(c1n3cc(c2=O)C(=O)O)O[C@H](C4)[C@@]1(C)CO1
InChI	1/C25H22FN3O6/c1-25(10-33-25)17-6-11-2-3-16-20(22(11)35-17)29-9-14(24(31)32)21(30)13-7-15(26)19(23(34-16)18(13)29)28-5-4-12(27)8-28/h2-3,7,9,12,17H,4-6,8,10,27H2,1H3,(H,31,32)/f/h31H
InChI_3D	1S/C25H22FN3O6/c1-25(10-33-25)17-6-11-2-3-16-20(22(11)35-17)29-9-14(24(31)32)21(30)13-7-15(26)19(23(34-16)18(13)29)28-5-4-12(27)8-28/h2-3,7,9,12,17H,4-6,8,10,27H2,1H3,(H,31,32)/t12-,17+,25+/m0/s1
AuxInfo	1/1/N:25,1,2,18,19,17,3,20,13,21,5,22,4,15,12,9,23,6,8,7,14,10,11,16,24,35,28,27,26,29,30,34,33,31,32/E:(31,32)/F:25,1,2,18,19,17,3,20,13,21,5,22,4,15,12,9,23,6,8,7,14,10,11,16,24,35,28,27,26,29,34,30,33,31,32/rA:57cCCCCCCCCCCCCCCCCCCCCCCCCCNNNOOOOOOFHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;d3;s1;s4;;;s2d7;d5s7;d6s8;s3d8;;s4;d13s14;s15;s5;;s18;;;s18s20;s17;s21s23;s24;s6s7s13;s8s19s20;s22;d14;d16;s9s11;s10s23;s21s24;s16;s12;s1;s2;s3;s13;s17;s17;s18;s18;s19;s19;s20;s20;s21;s21;s22;s23;s25;s25;s25;s28;s28;s34;/rC:-3.8316,3.036,0;-2.9648,2.5373,0;1.363,4.0439,0;.4962,4.5426,0;-3.8331,4.036,0;-.369,4.0413,0;-2.1011,4.0386,0;.4993,2.5426,0;-2.0996,3.0386,0;-2.9679,4.5373,0;-.3675,3.0413,0;1.3645,3.0439,0;-1.2374,5.5399,0;.4947,5.5426,0;-.3721,6.0413,0;-.3736,7.0413,0;-4.5773,4.704,0;;-.3065,.9518,0;1.3133,.9518,0;-3.4375,7.4458,0;1.0015,0,0;-4.172,5.6181,0;-3.9656,6.5966,0;-5.5894,7.2491,0;-1.2358,4.5399,0;.5008,1.5426,0;2.7127,-.3666,0;1.3599,6.0439,0;.4916,7.5426,0;-1.2328,2.54,0;-3.1773,5.5151,0;-2.9642,6.5628,0;-1.2404,7.5399,0;2.2313,2.5452,0;-4.2642,2.7853,0;-2.9641,2.0373,0;1.7956,4.2946,0;-1.6708,5.7893,0;-4.8706,4.299,0;-5.0107,4.9533,0;.0518,-.4973,0;-.4893,-.1031,0;-.7634,.7487,0;-.5571,1.3845,0;1.5638,1.3845,0;1.7697,.7476,0;-3.81,7.7794,0;-3.0445,7.7548,0;.9488,-.4972,0;-4.6477,5.7719,0;-5.7758,6.7851,0;-5.4029,7.713,0;-6.0533,7.4355,0;3.0478,.0044,0;2.8664,-.8424,0;-1.2412,8.0399,0;
Duplicates	CHEMBL101871_p0
mol2_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000101750-0000101999/CHEMBL101871_p0.mol2
pdbqt_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000101750-0000101999/CHEMBL101871_p0.pdbqt
sdf_Path	/CCDB/ChEMBL/Database/Compound-0000100000-0000149999/Compound-0000101750-0000101999/CHEMBL101871_p0.sdf