NPASS drugs

Drug Information

Drug ID:	NPD5746
Drug Name:
Molecular Formula:	C23H33N3O11
Canonical SMILES:	CCOc1ccc(cc1)CC(N(CC(=O)[O-])CC(=O)[O-])CN(CC(=O)[O-])CCN(CC(=O)[O-])CC(=O)[O-]
Standard InCHI:	InChI=1S/C23H33N3O11/c1-2-37-18-5-3-16(4-6-18)9-17(26(14-22(33)34)15-23(35)36)10-24(11-19(27)28)7-8-25(12-20(29)30)13-21(31)32/h3-6,17H,2,7-15H2,1H3,(H,27,28)(H,29,30)(H,31,32)(H,33,34)(H,35,36)/p-5
Standard InCHIKey:	AQOXEJNYXXLRQQ-UHFFFAOYSA-I
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5746

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.

Range	Similarity Score Range
0-0.1	109
0.1-0.2	785
0.2-0.3	3528
0.3-0.4	9298
0.4-0.5	3967
0.5-0.6	10097
0.6-0.7	2907
0.7-0.8	196
0.8-0.85	3
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similar Natural Products

High Similarity Level: Tc>=0.85; Intermediate Similarity Level: 0.7 <= Tc < 0.85; Remote Similarity Level: 0.65 <= Tc < 0.7

Similarity Level	Similarity Score	Natural Product ID
Intermediate Similarity	0.8358	NPC470392
Intermediate Similarity	0.8321	NPC124776
Intermediate Similarity	0.8016	NPC26524
Intermediate Similarity	0.7951	NPC473855
Intermediate Similarity	0.7947	NPC472923
Intermediate Similarity	0.7917	NPC189908
Intermediate Similarity	0.7887	NPC204546
Intermediate Similarity	0.7817	NPC212850
Intermediate Similarity	0.7817	NPC83289
Intermediate Similarity	0.7817	NPC189724
Intermediate Similarity	0.7808	NPC324081
Intermediate Similarity	0.7792	NPC186617
Intermediate Similarity	0.7778	NPC320242
Intermediate Similarity	0.7742	NPC473693
Intermediate Similarity	0.7742	NPC471568
Intermediate Similarity	0.7737	NPC283079
Intermediate Similarity	0.7724	NPC283546
Intermediate Similarity	0.7708	NPC266741
Intermediate Similarity	0.7698	NPC274732
Intermediate Similarity	0.7692	NPC470709
Intermediate Similarity	0.768	NPC157473
Intermediate Similarity	0.768	NPC151530
Intermediate Similarity	0.7655	NPC81026
Intermediate Similarity	0.7638	NPC88868
Intermediate Similarity	0.7638	NPC25067
Intermediate Similarity	0.7638	NPC231251
Intermediate Similarity	0.763	NPC255253
Intermediate Similarity	0.7628	NPC196091
Intermediate Similarity	0.7622	NPC40321
Intermediate Similarity	0.7619	NPC97811
Intermediate Similarity	0.7619	NPC291837
Intermediate Similarity	0.7613	NPC473502
Intermediate Similarity	0.7606	NPC307682
Intermediate Similarity	0.7603	NPC247298
Intermediate Similarity	0.76	NPC176971
Intermediate Similarity	0.7594	NPC263835
Intermediate Similarity	0.7594	NPC321133
Intermediate Similarity	0.7571	NPC97870
Intermediate Similarity	0.7571	NPC247018
Intermediate Similarity	0.7571	NPC307123
Intermediate Similarity	0.7561	NPC307425
Intermediate Similarity	0.7551	NPC9373
Intermediate Similarity	0.7548	NPC254700
Intermediate Similarity	0.7535	NPC196708
Intermediate Similarity	0.752	NPC473393
Intermediate Similarity	0.752	NPC128730
Intermediate Similarity	0.7518	NPC141739
Intermediate Similarity	0.7518	NPC136112
Intermediate Similarity	0.75	NPC328267
Intermediate Similarity	0.75	NPC245974
Intermediate Similarity	0.75	NPC56635
Intermediate Similarity	0.748	NPC107101
Intermediate Similarity	0.7464	NPC218323
Intermediate Similarity	0.746	NPC326447
Intermediate Similarity	0.7453	NPC475421
Intermediate Similarity	0.7451	NPC319320
Intermediate Similarity	0.7451	NPC287757
Intermediate Similarity	0.7444	NPC293424
Intermediate Similarity	0.74	NPC214239
Intermediate Similarity	0.7383	NPC132771
Intermediate Similarity	0.7381	NPC238115
Intermediate Similarity	0.7381	NPC42383
Intermediate Similarity	0.7381	NPC470393
Intermediate Similarity	0.7375	NPC164608
Intermediate Similarity	0.736	NPC179686
Intermediate Similarity	0.7353	NPC474862
Intermediate Similarity	0.7333	NPC315542
Intermediate Similarity	0.7324	NPC118419
Intermediate Similarity	0.7317	NPC470903
Intermediate Similarity	0.7317	NPC470112
Intermediate Similarity	0.7317	NPC167763
Intermediate Similarity	0.7317	NPC313918
Intermediate Similarity	0.7303	NPC39431
Intermediate Similarity	0.7302	NPC108875
Intermediate Similarity	0.7302	NPC109637
Intermediate Similarity	0.7302	NPC38079
Intermediate Similarity	0.7292	NPC138365
Intermediate Similarity	0.7292	NPC6570
Intermediate Similarity	0.7292	NPC11147
Intermediate Similarity	0.7287	NPC259554
Intermediate Similarity	0.7279	NPC56634
Intermediate Similarity	0.7273	NPC132308
Intermediate Similarity	0.7273	NPC235250
Intermediate Similarity	0.7266	NPC110131
Intermediate Similarity	0.726	NPC317741
Intermediate Similarity	0.726	NPC241086
Intermediate Similarity	0.726	NPC282087
Intermediate Similarity	0.726	NPC318984
Intermediate Similarity	0.726	NPC328137
Intermediate Similarity	0.726	NPC259800
Intermediate Similarity	0.726	NPC318028
Intermediate Similarity	0.7259	NPC43275
Intermediate Similarity	0.7258	NPC471576
Intermediate Similarity	0.7254	NPC257390
Intermediate Similarity	0.7246	NPC211218
Intermediate Similarity	0.7241	NPC106606
Intermediate Similarity	0.7233	NPC469505
Intermediate Similarity	0.7231	NPC473809
Intermediate Similarity	0.7231	NPC95977
Intermediate Similarity	0.723	NPC308571
Intermediate Similarity	0.7229	NPC299806
Intermediate Similarity	0.7226	NPC142577
Intermediate Similarity	0.7222	NPC29650
Intermediate Similarity	0.7222	NPC192596
Intermediate Similarity	0.7218	NPC51345
Intermediate Similarity	0.7214	NPC476353
Intermediate Similarity	0.7208	NPC203424
Intermediate Similarity	0.7208	NPC206372
Intermediate Similarity	0.7203	NPC471953
Intermediate Similarity	0.72	NPC313414
Intermediate Similarity	0.7197	NPC329640
Intermediate Similarity	0.7197	NPC303522
Intermediate Similarity	0.7195	NPC32064
Intermediate Similarity	0.7194	NPC62101
Intermediate Similarity	0.7194	NPC95733
Intermediate Similarity	0.7188	NPC1065
Intermediate Similarity	0.7185	NPC159916
Intermediate Similarity	0.7176	NPC21890
Intermediate Similarity	0.7176	NPC166837
Intermediate Similarity	0.7176	NPC269340
Intermediate Similarity	0.7174	NPC298486
Intermediate Similarity	0.7163	NPC296712
Intermediate Similarity	0.7163	NPC172403
Intermediate Similarity	0.7161	NPC207675
Intermediate Similarity	0.7161	NPC212699
Intermediate Similarity	0.716	NPC174122
Intermediate Similarity	0.716	NPC64140
Intermediate Similarity	0.7153	NPC325568
Intermediate Similarity	0.7153	NPC266425
Intermediate Similarity	0.7153	NPC267064
Intermediate Similarity	0.7152	NPC296085
Intermediate Similarity	0.7143	NPC197239
Intermediate Similarity	0.7143	NPC51633
Intermediate Similarity	0.7143	NPC197921
Intermediate Similarity	0.7143	NPC29477
Intermediate Similarity	0.7143	NPC326860
Intermediate Similarity	0.7133	NPC45191
Intermediate Similarity	0.7132	NPC256369
Intermediate Similarity	0.7132	NPC186469
Intermediate Similarity	0.7132	NPC319950
Intermediate Similarity	0.7132	NPC98748
Intermediate Similarity	0.7123	NPC231884
Intermediate Similarity	0.7123	NPC42793
Intermediate Similarity	0.7123	NPC167944
Intermediate Similarity	0.7122	NPC279379
Intermediate Similarity	0.7122	NPC307020
Intermediate Similarity	0.7111	NPC323948
Intermediate Similarity	0.7107	NPC469479
Intermediate Similarity	0.7103	NPC470441
Intermediate Similarity	0.7101	NPC234069
Intermediate Similarity	0.7095	NPC91953
Intermediate Similarity	0.7095	NPC469360
Intermediate Similarity	0.709	NPC296526
Intermediate Similarity	0.7086	NPC17760
Intermediate Similarity	0.7083	NPC276120
Intermediate Similarity	0.708	NPC473290
Intermediate Similarity	0.708	NPC471504
Intermediate Similarity	0.7078	NPC47672
Intermediate Similarity	0.7075	NPC231163
Intermediate Similarity	0.7075	NPC318591
Intermediate Similarity	0.7075	NPC193528
Intermediate Similarity	0.7063	NPC195902
Intermediate Similarity	0.7063	NPC294516
Intermediate Similarity	0.7063	NPC107938
Intermediate Similarity	0.7059	NPC101503
Intermediate Similarity	0.7055	NPC475828
Intermediate Similarity	0.7051	NPC233926
Intermediate Similarity	0.7049	NPC321956
Intermediate Similarity	0.7047	NPC328750
Intermediate Similarity	0.7047	NPC188163
Intermediate Similarity	0.7047	NPC66518
Intermediate Similarity	0.7047	NPC474915
Intermediate Similarity	0.7047	NPC213206
Intermediate Similarity	0.7045	NPC245552
Intermediate Similarity	0.7044	NPC158900
Intermediate Similarity	0.7041	NPC4910
Intermediate Similarity	0.7041	NPC329731
Intermediate Similarity	0.7039	NPC71629
Intermediate Similarity	0.7031	NPC2518
Intermediate Similarity	0.7029	NPC322569
Intermediate Similarity	0.7029	NPC235190
Intermediate Similarity	0.7029	NPC180006
Intermediate Similarity	0.7029	NPC163200
Intermediate Similarity	0.7027	NPC476989
Intermediate Similarity	0.7024	NPC138083
Intermediate Similarity	0.7023	NPC234639
Intermediate Similarity	0.7023	NPC149545
Intermediate Similarity	0.702	NPC136951
Intermediate Similarity	0.702	NPC161155
Intermediate Similarity	0.702	NPC97004
Intermediate Similarity	0.7018	NPC473407
Intermediate Similarity	0.7018	NPC248822
Intermediate Similarity	0.7018	NPC477526
Intermediate Similarity	0.7018	NPC473378
Intermediate Similarity	0.7013	NPC262166
Intermediate Similarity	0.7013	NPC258222
Intermediate Similarity	0.7007	NPC37858
Intermediate Similarity	0.7007	NPC264976
Intermediate Similarity	0.7	NPC470887
Remote Similarity	0.6993	NPC473491

Drug Structure

NPD5746 OpenBabel08211708292D 37 37 0 0 1 0 0 0 0 0999 V2000 1.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -1.0000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -0.0000 0.0000 O 0 5 0 0 0 0 0 0 0 0 0 0 -7.7942 3.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 2.0000 0.0000 O 0 5 0 0 0 0 0 0 0 0 0 0 -5.1962 5.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 5.0000 0.0000 O 0 5 0 0 0 0 0 0 0 0 0 0 -6.9282 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -2.5000 0.0000 O 0 5 0 0 0 0 0 0 0 0 0 0 -2.5981 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -4.0000 0.0000 O 0 5 0 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 2 37 1 0 0 0 0 3 5 1 0 0 0 0 3 16 2 0 0 0 0 4 6 2 0 0 0 0 4 16 1 0 0 0 0 5 18 2 0 0 0 0 6 18 1 0 0 0 0 7 8 1 0 0 0 0 7 24 1 0 0 0 0 8 25 1 0 0 0 0 9 16 1 0 0 0 0 9 17 1 0 0 0 0 10 17 1 0 0 0 0 10 24 1 0 0 0 0 11 19 1 0 0 0 0 11 24 1 0 0 0 0 12 20 1 0 0 0 0 12 25 1 0 0 0 0 13 21 1 0 0 0 0 13 25 1 0 0 0 0 14 22 1 0 0 0 0 14 26 1 0 0 0 0 15 23 1 0 0 0 0 15 26 1 0 0 0 0 17 26 1 0 0 0 0 18 37 1 0 0 0 0 19 27 2 0 0 0 0 19 28 1 0 0 0 0 20 29 2 0 0 0 0 20 30 1 0 0 0 0 21 31 2 0 0 0 0 21 32 1 0 0 0 0 22 33 2 0 0 0 0 22 34 1 0 0 0 0 23 35 2 0 0 0 0 23 36 1 0 0 0 0 M CHG 5 28 -1 30 -1 32 -1 34 -1 36 -1 M END $$$$

External Identifiers

TTD	DNAP001704
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	9961939
ChEBI
CAS Number

Drug Properties

Molecular Weight	522.17
ALogP	-5.312
MLogP	2.45
XLogP	-3.077
HDA	13
HBD	0
Rotatable Bonds	26
TPSA	219.6
RO5 Violation	2