CompChem-Database: compound details

CompChem-Database: details for selected entry

DB14207_s0 (11862)

Formula C₂₃H₃₄NO₅P

MW 435.5

InChIKey WOIWWYDXDVSWAZ-SKKVRFOWNA-N

Entry_Date 2023-09-01

Net_Charge 0

Number_Atoms 64

Number_Heavy_Atoms 30

Number_Rings 3

Number_Bonds 66

Rotat_Bonds 12

Unbranched_Chain 4

Chiral_Centers 2

ONatoms 6

HB_Donor 2

HB_Acceptor 5

OpenEye_HB_Donors 2

OpenEye_HB_Acceptors 3

Lipinski_HB_Donors 2

Lipinski_HB_Acceptors 6

Lipinski_Violations 0

XLogP3 0

XLogP 4.15

logP 4.0996

PSA 104.72

MR 122.7

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -265.14641

PM7_Total_Energy_ev -5125.41549

PM7_Electronic_Energy_ev -43285.83567

PM7_Dipole_Debye 6.98341

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.292

PM7_LUMO_Energy_ev 0.141

PM7_COSMO_Area_square_ang 468.01

PM7_COSMO_Volue_cubic_ang 541.32

PM7_Electron_Affinity_ev -0.141

PM7_Ionization_Energy_ev 9.292

PM7_Energy_Gap_ev 9.433

PM7_Global_Hardness_ev 4.7165

PM7_Global_Softness_ev 0.212021626205873

PM7_Chemical_Potential_ev -4.5755

PM7_Electronigativity_ev 4.5755

PM7_Back_Donation_Energy_ev -1.179125

PM7_Electrophilicity_ev 2.2193576009752993

OPENEYE_Name (2~{S},4~{S})-4-cyclohexyl-1-[2-[hydroxy(4-phenylbutyl)phosphoryl]acetyl]pyrrolidine-2-carboxylic acid

SMILES c1ccc(cc1)CCCCP(=O)(CC(=O)N2CC(CC2C(=O)O)C3CCCCC3)O

Canonical_SMILES O=C(N1C[C@@H](C[C@H]1C(=O)O)C1CCCCC1)C[P@](=O)(CCCCc1ccccc1)O

InChI 1/C23H34NO5P/c25-22(17-30(28,29)14-8-7-11-18-9-3-1-4-10-18)24-16-20(15-21(24)23(26)27)19-12-5-2-6-13-19/h1,3-4,9-10,19-21H,2,5-8,11-17H2,(H,26,27)(H,28,29)/f/h26,28H

InChI_3D 1S/C23H34NO5P/c25-22(17-30(28,29)14-8-7-11-18-9-3-1-4-10-18)24-16-20(15-21(24)23(26)27)19-12-5-2-6-13-19/h1,3-4,9-10,19-21H,2,5-8,11-17H2,(H,26,27)(H,28,29)/t20-,21+/m1/s1

AuxInfo 1/1/N:1,9,2,3,10,11,21,22,4,5,19,12,13,23,14,15,20,6,17,18,16,8,7,24,26,25,28,27,29,30/E:(3,4)(5,6)(9,10)(12,13)(26,27)(28,29)/F:1,9,2,3,10,11,21,22,4,5,19,12,13,23,14,15,20,6,17,18,16,8,7,24,26,28,25,29,27,30/E:(3,4)(5,6)(9,10)(12,13)/rA:64cCCCCCCCCCCCCCCCCCCCCCCCNOOOOOPHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;d4s5;;;;s9;s9;s10;s11;;;s7s14;s12s13;s14s15s17;s6;s8;s19;s21;s22;s8s15s16;d7;d8;;s7;;s20s23d27s29;s1;s2;s3;s4;s5;s9;s9;s10;s10;s11;s11;s12;s12;s13;s13;s14;s14;s15;s15;s16;s17;s18;s19;s19;s20;s20;s21;s21;s22;s22;s23;s23;s28;s29;/rC:8.2956,7.0597,0;8.3,6.0597,0;7.4302,7.5609,0;7.4303,5.5558,0;6.5605,7.057,0;6.5561,6.0519,0;-1.9056,.241,0;.4993,2.5426,0;3.9447,-1.9552,0;2.9543,-2.0937,0;4.3253,-1.0305,0;2.3383,-1.2994,0;3.7093,-.2361,0;;1.3133,.9518,0;-.3065,.9518,0;2.7127,-.3666,0;1.0015,0,0;5.6908,5.5505,0;1.3645,3.0439,0;4.8256,5.0492,0;3.9603,4.5479,0;3.0951,4.0466,0;.5008,1.5426,0;-2.7143,.8292,0;-.3675,3.0413,0;1.7285,4.4105,0;-2.0108,-.7535,0;2.7311,2.68,0;2.2298,3.5452,0;8.7282,7.3104,0;8.7338,5.811,0;7.4302,8.0609,0;7.4325,5.0558,0;6.1278,7.3076,0;4.4333,-2.0614,0;3.926,-2.4549,0;3.1081,-2.5695,0;2.5122,-2.3273,0;4.6616,-.6604,0;4.7479,-1.2978,0;2.0031,-1.6705,0;1.9142,-1.0346,0;3.5584,.2405,0;4.1521,-.0039,0;.0518,-.4973,0;-.4893,-.1031,0;1.5638,1.3845,0;1.7697,.7476,0;-.5571,1.3845,0;2.7329,.133,0;.9488,-.4972,0;5.9415,5.1179,0;5.4402,5.9832,0;1.1139,3.4766,0;1.6152,2.6113,0;5.0762,4.6166,0;4.5749,5.4818,0;4.211,4.1153,0;3.7097,4.9805,0;3.3457,3.6139,0;2.8444,4.4792,0;-2.4677,-.9566,0;3.2311,2.6807,0;

Duplicates DB14207_s0

mol2_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014000-0000014249/DB14207_s0.mol2

pdbqt_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014000-0000014249/DB14207_s0.pdbqt

sdf_Path /CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014000-0000014249/DB14207_s0.sdf

Formula	C₂₃H₃₄NO₅P
MW	435.5
InChIKey	WOIWWYDXDVSWAZ-SKKVRFOWNA-N
Entry_Date	2023-09-01
Net_Charge	0
Number_Atoms	64
Number_Heavy_Atoms	30
Number_Rings	3
Number_Bonds	66
Rotat_Bonds	12
Unbranched_Chain	4
Chiral_Centers	2
ONatoms	6
HB_Donor	2
HB_Acceptor	5
OpenEye_HB_Donors	2
OpenEye_HB_Acceptors	3
Lipinski_HB_Donors	2
Lipinski_HB_Acceptors	6
Lipinski_Violations	0
XLogP3	0
XLogP	4.15
logP	4.0996
PSA	104.72
MR	122.7
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-265.14641
PM7_Total_Energy_ev	-5125.41549
PM7_Electronic_Energy_ev	-43285.83567
PM7_Dipole_Debye	6.98341
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.292
PM7_LUMO_Energy_ev	0.141
PM7_COSMO_Area_square_ang	468.01
PM7_COSMO_Volue_cubic_ang	541.32
PM7_Electron_Affinity_ev	-0.141
PM7_Ionization_Energy_ev	9.292
PM7_Energy_Gap_ev	9.433
PM7_Global_Hardness_ev	4.7165
PM7_Global_Softness_ev	0.212021626205873
PM7_Chemical_Potential_ev	-4.5755
PM7_Electronigativity_ev	4.5755
PM7_Back_Donation_Energy_ev	-1.179125
PM7_Electrophilicity_ev	2.2193576009752993
OPENEYE_Name	(2~{S},4~{S})-4-cyclohexyl-1-[2-[hydroxy(4-phenylbutyl)phosphoryl]acetyl]pyrrolidine-2-carboxylic acid
SMILES	c1ccc(cc1)CCCCP(=O)(CC(=O)N2CC(CC2C(=O)O)C3CCCCC3)O
Canonical_SMILES	O=C(N1C[C@@H](C[C@H]1C(=O)O)C1CCCCC1)C[P@](=O)(CCCCc1ccccc1)O
InChI	1/C23H34NO5P/c25-22(17-30(28,29)14-8-7-11-18-9-3-1-4-10-18)24-16-20(15-21(24)23(26)27)19-12-5-2-6-13-19/h1,3-4,9-10,19-21H,2,5-8,11-17H2,(H,26,27)(H,28,29)/f/h26,28H
InChI_3D	1S/C23H34NO5P/c25-22(17-30(28,29)14-8-7-11-18-9-3-1-4-10-18)24-16-20(15-21(24)23(26)27)19-12-5-2-6-13-19/h1,3-4,9-10,19-21H,2,5-8,11-17H2,(H,26,27)(H,28,29)/t20-,21+/m1/s1
AuxInfo	1/1/N:1,9,2,3,10,11,21,22,4,5,19,12,13,23,14,15,20,6,17,18,16,8,7,24,26,25,28,27,29,30/E:(3,4)(5,6)(9,10)(12,13)(26,27)(28,29)/F:1,9,2,3,10,11,21,22,4,5,19,12,13,23,14,15,20,6,17,18,16,8,7,24,26,28,25,29,27,30/E:(3,4)(5,6)(9,10)(12,13)/rA:64cCCCCCCCCCCCCCCCCCCCCCCCNOOOOOPHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;d4s5;;;;s9;s9;s10;s11;;;s7s14;s12s13;s14s15s17;s6;s8;s19;s21;s22;s8s15s16;d7;d8;;s7;;s20s23d27s29;s1;s2;s3;s4;s5;s9;s9;s10;s10;s11;s11;s12;s12;s13;s13;s14;s14;s15;s15;s16;s17;s18;s19;s19;s20;s20;s21;s21;s22;s22;s23;s23;s28;s29;/rC:8.2956,7.0597,0;8.3,6.0597,0;7.4302,7.5609,0;7.4303,5.5558,0;6.5605,7.057,0;6.5561,6.0519,0;-1.9056,.241,0;.4993,2.5426,0;3.9447,-1.9552,0;2.9543,-2.0937,0;4.3253,-1.0305,0;2.3383,-1.2994,0;3.7093,-.2361,0;;1.3133,.9518,0;-.3065,.9518,0;2.7127,-.3666,0;1.0015,0,0;5.6908,5.5505,0;1.3645,3.0439,0;4.8256,5.0492,0;3.9603,4.5479,0;3.0951,4.0466,0;.5008,1.5426,0;-2.7143,.8292,0;-.3675,3.0413,0;1.7285,4.4105,0;-2.0108,-.7535,0;2.7311,2.68,0;2.2298,3.5452,0;8.7282,7.3104,0;8.7338,5.811,0;7.4302,8.0609,0;7.4325,5.0558,0;6.1278,7.3076,0;4.4333,-2.0614,0;3.926,-2.4549,0;3.1081,-2.5695,0;2.5122,-2.3273,0;4.6616,-.6604,0;4.7479,-1.2978,0;2.0031,-1.6705,0;1.9142,-1.0346,0;3.5584,.2405,0;4.1521,-.0039,0;.0518,-.4973,0;-.4893,-.1031,0;1.5638,1.3845,0;1.7697,.7476,0;-.5571,1.3845,0;2.7329,.133,0;.9488,-.4972,0;5.9415,5.1179,0;5.4402,5.9832,0;1.1139,3.4766,0;1.6152,2.6113,0;5.0762,4.6166,0;4.5749,5.4818,0;4.211,4.1153,0;3.7097,4.9805,0;3.3457,3.6139,0;2.8444,4.4792,0;-2.4677,-.9566,0;3.2311,2.6807,0;
Duplicates	DB14207_s0
mol2_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014000-0000014249/DB14207_s0.mol2
pdbqt_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014000-0000014249/DB14207_s0.pdbqt
sdf_Path	/CCDB/DrugBank/Database/Compound-0000000000-0000049999/Compound-0000014000-0000014249/DB14207_s0.sdf