NPASS drugs

Drug Information

Drug ID:	NPD4264
Drug Name:
Molecular Formula:	C20H33NO7
Canonical SMILES:	COCCOC[C@@H](C(=O)O)CC1(CCCC1)C(=N[C@@H]1CC[C@@H](CC1)C(=O)O)O
Standard InCHI:	InChI=1S/C20H33NO7/c1-27-10-11-28-13-15(18(24)25)12-20(8-2-3-9-20)19(26)21-16-6-4-14(5-7-16)17(22)23/h14-16H,2-13H2,1H3,(H,21,26)(H,22,23)(H,24,25)/t14-,15-,16+/m0/s1
Standard InCHIKey:	ACZWIDANLCXHBM-HRCADAONSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4264

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	64
0.1-0.2	916
0.2-0.3	9898
0.3-0.4	10518
0.4-0.5	8107
0.5-0.6	1330
0.6-0.7	57
0.7-0.8	0
0.8-0.85	0
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
Remote Similarity	0.6989	NPC47135
Remote Similarity	0.6923	NPC473984
Remote Similarity	0.6667	NPC277918
Remote Similarity	0.663	NPC316242
Remote Similarity	0.6579	NPC147707
Remote Similarity	0.6559	NPC315131
Remote Similarity	0.6559	NPC315535
Remote Similarity	0.6559	NPC478017
Remote Similarity	0.6556	NPC43219
Remote Similarity	0.6484	NPC86064
Remote Similarity	0.64	NPC322966
Remote Similarity	0.6392	NPC320936
Remote Similarity	0.6373	NPC208537
Remote Similarity	0.6373	NPC270005
Remote Similarity	0.6327	NPC227051
Remote Similarity	0.6273	NPC471844
Remote Similarity	0.6264	NPC477641
Remote Similarity	0.6264	NPC477643
Remote Similarity	0.6264	NPC474403
Remote Similarity	0.6264	NPC320865
Remote Similarity	0.625	NPC474725
Remote Similarity	0.625	NPC470283
Remote Similarity	0.6238	NPC292345
Remote Similarity	0.6237	NPC477934
Remote Similarity	0.6224	NPC155670
Remote Similarity	0.6224	NPC145748
Remote Similarity	0.6224	NPC95478
Remote Similarity	0.6222	NPC478256
Remote Similarity	0.6211	NPC253703
Remote Similarity	0.6211	NPC314858
Remote Similarity	0.6211	NPC51695
Remote Similarity	0.6211	NPC200085
Remote Similarity	0.62	NPC477728
Remote Similarity	0.6179	NPC212106
Remote Similarity	0.6176	NPC477729
Remote Similarity	0.617	NPC477933
Remote Similarity	0.617	NPC477932
Remote Similarity	0.6147	NPC227622
Remote Similarity	0.6129	NPC477867
Remote Similarity	0.6122	NPC477936
Remote Similarity	0.6105	NPC474003
Remote Similarity	0.6105	NPC169389
Remote Similarity	0.6105	NPC477918
Remote Similarity	0.6071	NPC475800
Remote Similarity	0.6064	NPC228411
Remote Similarity	0.6055	NPC42320
Remote Similarity	0.6055	NPC188453
Remote Similarity	0.6044	NPC477642
Remote Similarity	0.6036	NPC119329
Remote Similarity	0.6019	NPC474952
Remote Similarity	0.6017	NPC471120
Remote Similarity	0.6017	NPC471117
Remote Similarity	0.6	NPC469925
Remote Similarity	0.6	NPC226513
Remote Similarity	0.6	NPC286842
Remote Similarity	0.6	NPC477434
Remote Similarity	0.6	NPC472594
Remote Similarity	0.5983	NPC470540
Remote Similarity	0.5977	NPC469923
Remote Similarity	0.5966	NPC471118
Remote Similarity	0.5966	NPC471121
Remote Similarity	0.5962	NPC476019
Remote Similarity	0.596	NPC477730
Remote Similarity	0.596	NPC477935
Remote Similarity	0.5957	NPC477930
Remote Similarity	0.5955	NPC476330
Remote Similarity	0.5946	NPC215988
Remote Similarity	0.5941	NPC473350
Remote Similarity	0.5934	NPC28348
Remote Similarity	0.5934	NPC473985
Remote Similarity	0.5934	NPC474299
Remote Similarity	0.5934	NPC475808
Remote Similarity	0.5934	NPC474298
Remote Similarity	0.5934	NPC82315
Remote Similarity	0.593	NPC470363
Remote Similarity	0.5929	NPC137453
Remote Similarity	0.5922	NPC193386
Remote Similarity	0.5922	NPC470284
Remote Similarity	0.5922	NPC471221
Remote Similarity	0.5914	NPC469940
Remote Similarity	0.5893	NPC14537
Remote Similarity	0.5882	NPC476717
Remote Similarity	0.5877	NPC70235
Remote Similarity	0.5877	NPC67009
Remote Similarity	0.5872	NPC220234
Remote Similarity	0.5872	NPC234542
Remote Similarity	0.5865	NPC39290
Remote Similarity	0.5865	NPC159369
Remote Similarity	0.5862	NPC302188
Remote Similarity	0.5854	NPC473477
Remote Similarity	0.5843	NPC314103
Remote Similarity	0.5842	NPC473336
Remote Similarity	0.5842	NPC476523
Remote Similarity	0.5842	NPC471044
Remote Similarity	0.5841	NPC271269
Remote Similarity	0.5841	NPC473252
Remote Similarity	0.584	NPC204556
Remote Similarity	0.5833	NPC471843
Remote Similarity	0.5833	NPC474020
Remote Similarity	0.5833	NPC160066
Remote Similarity	0.5833	NPC47076
Remote Similarity	0.5833	NPC123141
Remote Similarity	0.5833	NPC134504
Remote Similarity	0.5833	NPC330017
Remote Similarity	0.5824	NPC470110
Remote Similarity	0.5818	NPC473224
Remote Similarity	0.5816	NPC216090
Remote Similarity	0.5816	NPC474702
Remote Similarity	0.5814	NPC76999
Remote Similarity	0.5814	NPC477072
Remote Similarity	0.58	NPC102156
Remote Similarity	0.58	NPC242771
Remote Similarity	0.58	NPC148740
Remote Similarity	0.58	NPC164289
Remote Similarity	0.58	NPC100366
Remote Similarity	0.58	NPC311642
Remote Similarity	0.5789	NPC472595
Remote Similarity	0.5784	NPC478111
Remote Similarity	0.5781	NPC139585
Remote Similarity	0.5778	NPC469926
Remote Similarity	0.5769	NPC75318
Remote Similarity	0.5769	NPC203170
Remote Similarity	0.5769	NPC476435
Remote Similarity	0.5763	NPC106479
Remote Similarity	0.5763	NPC28224
Remote Similarity	0.5758	NPC472853
Remote Similarity	0.575	NPC201968
Remote Similarity	0.5747	NPC469924
Remote Similarity	0.5743	NPC323180
Remote Similarity	0.573	NPC474552
Remote Similarity	0.573	NPC235788
Remote Similarity	0.5729	NPC179922
Remote Similarity	0.5729	NPC132064
Remote Similarity	0.5728	NPC83242
Remote Similarity	0.5728	NPC171698
Remote Similarity	0.5728	NPC321340
Remote Similarity	0.5728	NPC119633
Remote Similarity	0.5728	NPC270957
Remote Similarity	0.5725	NPC145899
Remote Similarity	0.5714	NPC477443
Remote Similarity	0.5714	NPC470109
Remote Similarity	0.5714	NPC50694
Remote Similarity	0.5714	NPC280903
Remote Similarity	0.5714	NPC477440
Remote Similarity	0.5702	NPC475918
Remote Similarity	0.5702	NPC154601
Remote Similarity	0.5701	NPC476189
Remote Similarity	0.5699	NPC476285
Remote Similarity	0.5699	NPC98711
Remote Similarity	0.5699	NPC476291
Remote Similarity	0.5688	NPC116683
Remote Similarity	0.5686	NPC237938
Remote Similarity	0.5686	NPC219535
Remote Similarity	0.5686	NPC175419
Remote Similarity	0.5686	NPC319909
Remote Similarity	0.5686	NPC65133
Remote Similarity	0.5684	NPC473699
Remote Similarity	0.5684	NPC475260
Remote Similarity	0.5684	NPC475232
Remote Similarity	0.5684	NPC51249
Remote Similarity	0.5684	NPC474100
Remote Similarity	0.5684	NPC138435
Remote Similarity	0.5684	NPC473775
Remote Similarity	0.5678	NPC261750
Remote Similarity	0.5678	NPC1111
Remote Similarity	0.5673	NPC239938
Remote Similarity	0.5673	NPC314364
Remote Similarity	0.5672	NPC210729
Remote Similarity	0.5672	NPC82931
Remote Similarity	0.5672	NPC172365
Remote Similarity	0.5667	NPC165396
Remote Similarity	0.5667	NPC471846
Remote Similarity	0.5667	NPC39041
Remote Similarity	0.5667	NPC241294
Remote Similarity	0.5667	NPC202722
Remote Similarity	0.5667	NPC471845
Remote Similarity	0.566	NPC477444
Remote Similarity	0.566	NPC477442
Remote Similarity	0.566	NPC477433
Remote Similarity	0.5659	NPC475472
Remote Similarity	0.5652	NPC251330
Remote Similarity	0.5652	NPC195165
Remote Similarity	0.5639	NPC243680
Remote Similarity	0.5639	NPC200788
Remote Similarity	0.5638	NPC477929
Remote Similarity	0.5638	NPC477200
Remote Similarity	0.5631	NPC477205
Remote Similarity	0.5631	NPC476715
Remote Similarity	0.5619	NPC470009
Remote Similarity	0.5618	NPC469922
Remote Similarity	0.5615	NPC73829
Remote Similarity	0.5615	NPC119794
Remote Similarity	0.5614	NPC74035
Remote Similarity	0.5612	NPC83108
Remote Similarity	0.5612	NPC469867
Remote Similarity	0.5612	NPC214030
Remote Similarity	0.5612	NPC471151
Remote Similarity	0.5604	NPC470108
Remote Similarity	0.5604	NPC474402
Remote Similarity	0.5604	NPC215987

Drug Structure

NPD4264 OpenBabel08211704332D 31 32 0 0 1 0 0 0 0 0999 V2000 -3.9738 -4.4955 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4044 1.5667 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5937 1.5052 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -2.0000 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 2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7713 0.6364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8436 0.5369 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3315 -3.9452 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6492 -2.9970 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6623 -0.7492 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3046 -1.2995 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -1.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.6423 -0.5503 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 2.5981 -0.5000 0.0000 C 0 0 2 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 -1.9600 0.3979 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 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 0.0000 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 5.1962 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.2977 1.1471 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.9400 0.5968 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.9938 -4.6944 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.9869 -2.2477 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 -3.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.2577 1.5450 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 27 1 0 0 0 0 2 3 1 0 0 0 0 2 8 1 0 0 0 0 3 9 1 0 0 0 0 4 6 1 0 0 0 0 4 14 1 0 0 0 0 5 7 1 0 0 0 0 5 14 1 0 0 0 0 6 16 1 0 0 0 0 7 16 1 0 0 0 0 8 20 1 0 0 0 0 9 20 1 0 0 0 0 10 11 1 0 0 0 0 10 27 1 0 0 0 0 11 28 1 0 0 0 0 12 20 1 0 0 0 0 13 15 1 0 0 0 0 13 28 1 0 0 0 0 14 17 1 6 0 0 0 15 12 1 1 0 0 0 15 18 1 0 0 0 0 16 21 1 6 0 0 0 17 22 2 0 0 0 0 17 23 1 0 0 0 0 18 24 2 0 0 0 0 18 25 1 0 0 0 0 19 20 1 0 0 0 0 19 21 2 3 0 0 0 19 26 1 0 0 0 0 23 29 1 0 0 0 0 25 30 1 0 0 0 0 26 31 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB009061
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	399.23
ALogP	-1.7488
MLogP	2.78
XLogP	1.373
HDA	8
HBD	3
Rotatable Bonds	15
TPSA	125.65
RO5 Violation	1