NPASS drugs

Drug Information

Drug ID:	NPD4668
Drug Name:	E-6201
Molecular Formula:	C21H27NO6
Canonical SMILES:	CCNc1cc2/C=C/C[C@H](O)[C@H](O)C(=O)/C=C[C@H]([C@@H](OC(=O)c2c(c1)O)C)C
Standard InCHI:	InChI=1S/C21H27NO6/c1-4-22-15-10-14-6-5-7-16(23)20(26)17(24)9-8-12(2)13(3)28-21(27)19(14)18(25)11-15/h5-6,8-13,16,20,22-23,25-26H,4,7H2,1-3H3/b6-5+,9-8-/t12-,13+,16+,20+/m1/s1
Standard InCHIKey:	MWUFVYLAWAXDHQ-HMNLTAHHSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD4668

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	195
0.1-0.2	1011
0.2-0.3	3656
0.3-0.4	8304
0.4-0.5	4956
0.5-0.6	11455
0.6-0.7	1273
0.7-0.8	40
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
Intermediate Similarity	0.7772	NPC474059
Intermediate Similarity	0.773	NPC471778
Intermediate Similarity	0.7569	NPC313720
Intermediate Similarity	0.7569	NPC17160
Intermediate Similarity	0.7562	NPC232600
Intermediate Similarity	0.7543	NPC301702
Intermediate Similarity	0.7487	NPC470971
Intermediate Similarity	0.7407	NPC474814
Intermediate Similarity	0.7407	NPC112336
Intermediate Similarity	0.7366	NPC199737
Intermediate Similarity	0.7356	NPC25961
Intermediate Similarity	0.7313	NPC303214
Intermediate Similarity	0.7234	NPC139506
Intermediate Similarity	0.7234	NPC292143
Intermediate Similarity	0.72	NPC203628
Intermediate Similarity	0.7198	NPC133156
Intermediate Similarity	0.717	NPC217903
Intermediate Similarity	0.7143	NPC204867
Intermediate Similarity	0.7123	NPC116178
Intermediate Similarity	0.7109	NPC474366
Intermediate Similarity	0.7103	NPC3207
Intermediate Similarity	0.7094	NPC469815
Intermediate Similarity	0.7094	NPC469816
Intermediate Similarity	0.7065	NPC5630
Intermediate Similarity	0.7056	NPC298449
Intermediate Similarity	0.7048	NPC198160
Intermediate Similarity	0.7042	NPC127996
Intermediate Similarity	0.7042	NPC119722
Intermediate Similarity	0.7039	NPC107828
Intermediate Similarity	0.7039	NPC317727
Intermediate Similarity	0.7039	NPC90358
Intermediate Similarity	0.7033	NPC313112
Intermediate Similarity	0.7033	NPC301292
Intermediate Similarity	0.7033	NPC87714
Intermediate Similarity	0.703	NPC28510
Intermediate Similarity	0.7027	NPC314223
Intermediate Similarity	0.7019	NPC1464
Intermediate Similarity	0.7015	NPC316405
Intermediate Similarity	0.7015	NPC329790
Intermediate Similarity	0.7009	NPC321166
Remote Similarity	0.6995	NPC206109
Remote Similarity	0.6995	NPC295479
Remote Similarity	0.6995	NPC220241
Remote Similarity	0.6995	NPC114039
Remote Similarity	0.6986	NPC317572
Remote Similarity	0.6976	NPC125924
Remote Similarity	0.6972	NPC174760
Remote Similarity	0.6971	NPC176371
Remote Similarity	0.6971	NPC136573
Remote Similarity	0.6968	NPC285254
Remote Similarity	0.6967	NPC478075
Remote Similarity	0.6948	NPC269449
Remote Similarity	0.6946	NPC1820
Remote Similarity	0.6942	NPC472191
Remote Similarity	0.6938	NPC288759
Remote Similarity	0.6927	NPC316574
Remote Similarity	0.6927	NPC288110
Remote Similarity	0.6923	NPC122886
Remote Similarity	0.692	NPC227033
Remote Similarity	0.6919	NPC298320
Remote Similarity	0.6912	NPC126556
Remote Similarity	0.6908	NPC265642
Remote Similarity	0.6908	NPC138615
Remote Similarity	0.6908	NPC112752
Remote Similarity	0.6908	NPC218733
Remote Similarity	0.6908	NPC132874
Remote Similarity	0.6908	NPC311054
Remote Similarity	0.6901	NPC477160
Remote Similarity	0.6898	NPC176113
Remote Similarity	0.6898	NPC68967
Remote Similarity	0.6889	NPC319645
Remote Similarity	0.6887	NPC212123
Remote Similarity	0.6885	NPC323798
Remote Similarity	0.6881	NPC313582
Remote Similarity	0.6875	NPC314098
Remote Similarity	0.6872	NPC474097
Remote Similarity	0.6868	NPC472241
Remote Similarity	0.6864	NPC128476
Remote Similarity	0.6864	NPC329830
Remote Similarity	0.6863	NPC22476
Remote Similarity	0.6857	NPC15987
Remote Similarity	0.6851	NPC242933
Remote Similarity	0.6848	NPC472242
Remote Similarity	0.6845	NPC243626
Remote Similarity	0.6845	NPC230313
Remote Similarity	0.6845	NPC198205
Remote Similarity	0.6845	NPC21483
Remote Similarity	0.6842	NPC6786
Remote Similarity	0.684	NPC477161
Remote Similarity	0.684	NPC246140
Remote Similarity	0.684	NPC195787
Remote Similarity	0.6835	NPC169402
Remote Similarity	0.6834	NPC70092
Remote Similarity	0.6827	NPC100863
Remote Similarity	0.6818	NPC150239
Remote Similarity	0.6816	NPC43627
Remote Similarity	0.6812	NPC170333
Remote Similarity	0.6808	NPC222561
Remote Similarity	0.6804	NPC134702
Remote Similarity	0.6804	NPC182853
Remote Similarity	0.6798	NPC291173
Remote Similarity	0.6794	NPC241263
Remote Similarity	0.6792	NPC268077
Remote Similarity	0.6792	NPC475147
Remote Similarity	0.6787	NPC7560
Remote Similarity	0.6784	NPC474815
Remote Similarity	0.6779	NPC198390
Remote Similarity	0.6776	NPC39679
Remote Similarity	0.6776	NPC207873
Remote Similarity	0.6776	NPC13696
Remote Similarity	0.6776	NPC100573
Remote Similarity	0.6774	NPC30749
Remote Similarity	0.6774	NPC315829
Remote Similarity	0.6773	NPC222046
Remote Similarity	0.6771	NPC19175
Remote Similarity	0.6759	NPC218303
Remote Similarity	0.6759	NPC23294
Remote Similarity	0.6758	NPC181526
Remote Similarity	0.6757	NPC148124
Remote Similarity	0.6748	NPC226708
Remote Similarity	0.6745	NPC207971
Remote Similarity	0.6744	NPC475133
Remote Similarity	0.6743	NPC189661
Remote Similarity	0.6743	NPC116238
Remote Similarity	0.6739	NPC151171
Remote Similarity	0.6736	NPC475983
Remote Similarity	0.6734	NPC315406
Remote Similarity	0.6734	NPC127082
Remote Similarity	0.6732	NPC166979
Remote Similarity	0.6728	NPC305542
Remote Similarity	0.6727	NPC247803
Remote Similarity	0.6727	NPC77777
Remote Similarity	0.6722	NPC173295
Remote Similarity	0.672	NPC215711
Remote Similarity	0.672	NPC73411
Remote Similarity	0.6713	NPC303951
Remote Similarity	0.6712	NPC118189
Remote Similarity	0.6712	NPC99724
Remote Similarity	0.6711	NPC473458
Remote Similarity	0.6711	NPC470480
Remote Similarity	0.6703	NPC297322
Remote Similarity	0.6701	NPC469671
Remote Similarity	0.6701	NPC126676
Remote Similarity	0.67	NPC49184
Remote Similarity	0.67	NPC52262
Remote Similarity	0.67	NPC477391
Remote Similarity	0.6698	NPC475223
Remote Similarity	0.6698	NPC90185
Remote Similarity	0.6697	NPC114468
Remote Similarity	0.6682	NPC9894
Remote Similarity	0.6682	NPC251071
Remote Similarity	0.6667	NPC299582
Remote Similarity	0.6667	NPC148391
Remote Similarity	0.6667	NPC210320
Remote Similarity	0.6667	NPC46990
Remote Similarity	0.6667	NPC262725
Remote Similarity	0.6667	NPC246983
Remote Similarity	0.6667	NPC2905
Remote Similarity	0.6667	NPC472243
Remote Similarity	0.6667	NPC73280
Remote Similarity	0.6667	NPC475448
Remote Similarity	0.6667	NPC17677
Remote Similarity	0.6667	NPC253476
Remote Similarity	0.6667	NPC234933
Remote Similarity	0.6652	NPC154922
Remote Similarity	0.6652	NPC51388
Remote Similarity	0.6651	NPC472329
Remote Similarity	0.6651	NPC470482
Remote Similarity	0.6651	NPC472330
Remote Similarity	0.6651	NPC308943
Remote Similarity	0.6651	NPC469732
Remote Similarity	0.6651	NPC470481
Remote Similarity	0.665	NPC9475
Remote Similarity	0.6649	NPC56204
Remote Similarity	0.6649	NPC158472
Remote Similarity	0.6649	NPC72291
Remote Similarity	0.6637	NPC13249
Remote Similarity	0.6637	NPC76478
Remote Similarity	0.6637	NPC248903
Remote Similarity	0.6636	NPC234772
Remote Similarity	0.6634	NPC472163
Remote Similarity	0.6634	NPC295531
Remote Similarity	0.6632	NPC476443
Remote Similarity	0.6632	NPC133817
Remote Similarity	0.663	NPC43477
Remote Similarity	0.6623	NPC474701
Remote Similarity	0.6622	NPC115588
Remote Similarity	0.662	NPC286135
Remote Similarity	0.662	NPC210828
Remote Similarity	0.662	NPC330683
Remote Similarity	0.662	NPC329567
Remote Similarity	0.662	NPC86834
Remote Similarity	0.6618	NPC70340
Remote Similarity	0.6614	NPC144691
Remote Similarity	0.6613	NPC314186
Remote Similarity	0.6613	NPC130485
Remote Similarity	0.6611	NPC7012
Remote Similarity	0.6606	NPC220337
Remote Similarity	0.6606	NPC87413
Remote Similarity	0.6605	NPC80472

Drug Structure

NPD4668 OpenBabel08211705262D 32 33 0 0 1 0 0 0 0 0999 V2000 -4.6798 -4.5245 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3837 0.9010 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9749 1.2225 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8138 -4.0245 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -4.0489 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7818 -3.4254 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9749 -4.2714 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7317 -0.6235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1656 -1.5245 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0817 -3.0245 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9478 -1.5245 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9499 0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.9749 0.2225 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.2157 -2.5245 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9478 -2.5245 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9499 -4.0489 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.1656 -2.5245 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0817 -1.0245 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2157 -1.5245 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7317 -3.4254 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.7818 -0.6235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8138 -3.0245 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.3837 -4.9499 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.1405 -2.7470 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.0817 -0.0245 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.5135 -4.0489 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.5637 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.6798 -2.5245 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.3809 -5.0246 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.9478 0.4755 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.4444 -3.6836 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 4 1 0 0 0 0 4 22 1 0 0 0 0 5 6 2 0 0 0 0 5 7 1 0 0 0 0 6 14 1 0 0 0 0 7 16 1 0 0 0 0 8 9 2 0 0 0 0 8 12 1 0 0 0 0 9 17 1 0 0 0 0 10 14 2 0 0 0 0 10 15 1 0 0 0 0 11 15 2 0 0 0 0 11 18 1 0 0 0 0 12 2 1 6 0 0 0 12 13 1 0 0 0 0 13 3 1 1 0 0 0 13 28 1 0 0 0 0 14 19 1 0 0 0 0 15 22 1 0 0 0 0 16 20 1 0 0 0 0 16 23 1 1 0 0 0 17 20 1 0 0 0 0 17 24 2 0 0 0 0 18 19 2 0 0 0 0 18 25 1 0 0 0 0 19 21 1 0 0 0 0 20 26 1 1 0 0 0 21 27 2 0 0 0 0 21 28 1 0 0 0 0 22 29 1 0 0 0 0 23 30 1 0 0 0 0 25 31 1 0 0 0 0 26 32 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNCL003524
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	10172827
ChEBI
CAS Number

Drug Properties

Molecular Weight	389.18
ALogP	-0.7922
MLogP	3
XLogP	2.754
HDA	6
HBD	4
Rotatable Bonds	8
TPSA	116.09
RO5 Violation	0