NPASS drugs

Drug Information

Drug ID:	NPD6793
Drug Name:
Molecular Formula:	C27H30N2O9
Canonical SMILES:	OCC(COc1ccc(cc1)CCOC(=O)C1=C(C)NC(=C(C1c1cccc(c1)N(=O)=O)C(=O)OC)C)O
Standard InCHI:	InChI=1S/C27H30N2O9/c1-16-23(26(32)36-3)25(19-5-4-6-20(13-19)29(34)35)24(17(2)28-16)27(33)37-12-11-18-7-9-22(10-8-18)38-15-21(31)14-30/h4-10,13,21,25,28,30-31H,11-12,14-15H2,1-3H3
Standard InCHIKey:	QLNAYPDWIWUVHP-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6793

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	192
0.1-0.2	910
0.2-0.3	2844
0.3-0.4	7770
0.4-0.5	5036
0.5-0.6	10657
0.6-0.7	3471
0.7-0.8	10
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	0.7714	NPC36836
Intermediate Similarity	0.7714	NPC63370
Intermediate Similarity	0.7442	NPC190945
Intermediate Similarity	0.7228	NPC314861
Intermediate Similarity	0.7094	NPC87714
Intermediate Similarity	0.7087	NPC25961
Intermediate Similarity	0.7053	NPC315631
Intermediate Similarity	0.7033	NPC10875
Intermediate Similarity	0.7033	NPC10730
Intermediate Similarity	0.7	NPC314948
Remote Similarity	0.6986	NPC124658
Remote Similarity	0.6986	NPC227361
Remote Similarity	0.6973	NPC57105
Remote Similarity	0.6971	NPC61731
Remote Similarity	0.6971	NPC186569
Remote Similarity	0.6957	NPC85661
Remote Similarity	0.6946	NPC214368
Remote Similarity	0.6942	NPC257266
Remote Similarity	0.6938	NPC91234
Remote Similarity	0.6935	NPC471825
Remote Similarity	0.6923	NPC313886
Remote Similarity	0.6919	NPC231862
Remote Similarity	0.6915	NPC478049
Remote Similarity	0.6908	NPC46679
Remote Similarity	0.6908	NPC257728
Remote Similarity	0.6901	NPC256422
Remote Similarity	0.6891	NPC283810
Remote Similarity	0.6875	NPC171882
Remote Similarity	0.6875	NPC153365
Remote Similarity	0.6875	NPC121510
Remote Similarity	0.6872	NPC290227
Remote Similarity	0.6869	NPC474059
Remote Similarity	0.6856	NPC288305
Remote Similarity	0.6845	NPC292143
Remote Similarity	0.6845	NPC38961
Remote Similarity	0.6845	NPC139506
Remote Similarity	0.684	NPC240684
Remote Similarity	0.6794	NPC477160
Remote Similarity	0.6788	NPC9475
Remote Similarity	0.6782	NPC108847
Remote Similarity	0.6761	NPC64230
Remote Similarity	0.6761	NPC71638
Remote Similarity	0.6757	NPC56635
Remote Similarity	0.675	NPC475411
Remote Similarity	0.6748	NPC311357
Remote Similarity	0.6743	NPC196708
Remote Similarity	0.6735	NPC469831
Remote Similarity	0.673	NPC471532
Remote Similarity	0.6723	NPC471069
Remote Similarity	0.6723	NPC471068
Remote Similarity	0.6722	NPC469367
Remote Similarity	0.6705	NPC2989
Remote Similarity	0.6703	NPC291153
Remote Similarity	0.6701	NPC469829
Remote Similarity	0.67	NPC308895
Remote Similarity	0.6696	NPC469722
Remote Similarity	0.6685	NPC17760
Remote Similarity	0.6685	NPC471070
Remote Similarity	0.6685	NPC471072
Remote Similarity	0.6685	NPC313414
Remote Similarity	0.6685	NPC471028
Remote Similarity	0.6685	NPC471071
Remote Similarity	0.6684	NPC472163
Remote Similarity	0.6684	NPC127362
Remote Similarity	0.6683	NPC241263
Remote Similarity	0.6682	NPC471531
Remote Similarity	0.6667	NPC22476
Remote Similarity	0.6667	NPC282578
Remote Similarity	0.6667	NPC288759
Remote Similarity	0.6667	NPC217903
Remote Similarity	0.6667	NPC470021
Remote Similarity	0.6651	NPC477161
Remote Similarity	0.6649	NPC158635
Remote Similarity	0.6649	NPC168153
Remote Similarity	0.6649	NPC229882
Remote Similarity	0.6649	NPC19023
Remote Similarity	0.6636	NPC189661
Remote Similarity	0.6635	NPC475133
Remote Similarity	0.6635	NPC471561
Remote Similarity	0.6633	NPC85613
Remote Similarity	0.663	NPC472969
Remote Similarity	0.6629	NPC132308
Remote Similarity	0.662	NPC119722
Remote Similarity	0.662	NPC477827
Remote Similarity	0.662	NPC116178
Remote Similarity	0.662	NPC477826
Remote Similarity	0.6618	NPC470023
Remote Similarity	0.6617	NPC473008
Remote Similarity	0.6613	NPC475379
Remote Similarity	0.6611	NPC80098
Remote Similarity	0.6611	NPC155552
Remote Similarity	0.6603	NPC301292
Remote Similarity	0.6603	NPC313112
Remote Similarity	0.66	NPC469830
Remote Similarity	0.6595	NPC98809
Remote Similarity	0.6595	NPC476394
Remote Similarity	0.6593	NPC473090
Remote Similarity	0.6592	NPC314113
Remote Similarity	0.6582	NPC316161
Remote Similarity	0.6578	NPC267091
Remote Similarity	0.6576	NPC97240
Remote Similarity	0.6576	NPC473149
Remote Similarity	0.6576	NPC175275
Remote Similarity	0.6575	NPC184053
Remote Similarity	0.6574	NPC477828
Remote Similarity	0.6571	NPC195787
Remote Similarity	0.6571	NPC470392
Remote Similarity	0.6571	NPC246140
Remote Similarity	0.6569	NPC230313
Remote Similarity	0.6561	NPC473241
Remote Similarity	0.6559	NPC103116
Remote Similarity	0.6559	NPC473091
Remote Similarity	0.6559	NPC146014
Remote Similarity	0.6559	NPC100818
Remote Similarity	0.6559	NPC182350
Remote Similarity	0.6556	NPC204546
Remote Similarity	0.6554	NPC471029
Remote Similarity	0.6554	NPC34456
Remote Similarity	0.6552	NPC314473
Remote Similarity	0.6552	NPC295970
Remote Similarity	0.6545	NPC43761
Remote Similarity	0.6545	NPC299582
Remote Similarity	0.6543	NPC299706
Remote Similarity	0.6543	NPC245615
Remote Similarity	0.6543	NPC61604
Remote Similarity	0.6543	NPC137813
Remote Similarity	0.6543	NPC115466
Remote Similarity	0.6541	NPC472339
Remote Similarity	0.6541	NPC220282
Remote Similarity	0.6541	NPC1580
Remote Similarity	0.6538	NPC475213
Remote Similarity	0.6538	NPC97004
Remote Similarity	0.6538	NPC136951
Remote Similarity	0.6538	NPC152796
Remote Similarity	0.6538	NPC232600
Remote Similarity	0.6538	NPC161155
Remote Similarity	0.6537	NPC108804
Remote Similarity	0.6537	NPC476218
Remote Similarity	0.6533	NPC315913
Remote Similarity	0.653	NPC128476
Remote Similarity	0.6526	NPC165483
Remote Similarity	0.6526	NPC197125
Remote Similarity	0.6526	NPC127406
Remote Similarity	0.6524	NPC473422
Remote Similarity	0.6524	NPC475147
Remote Similarity	0.6524	NPC119252
Remote Similarity	0.6524	NPC243891
Remote Similarity	0.6519	NPC100675
Remote Similarity	0.6519	NPC79908
Remote Similarity	0.6519	NPC287286
Remote Similarity	0.6517	NPC106606
Remote Similarity	0.6517	NPC113295
Remote Similarity	0.6515	NPC314025
Remote Similarity	0.6514	NPC275538
Remote Similarity	0.6512	NPC321166
Remote Similarity	0.6505	NPC146388
Remote Similarity	0.6505	NPC111785
Remote Similarity	0.6503	NPC296659
Remote Similarity	0.6503	NPC160378
Remote Similarity	0.6503	NPC97282
Remote Similarity	0.6503	NPC202391
Remote Similarity	0.6502	NPC203628
Remote Similarity	0.65	NPC315542
Remote Similarity	0.65	NPC148124
Remote Similarity	0.6497	NPC470441
Remote Similarity	0.6495	NPC92235
Remote Similarity	0.6494	NPC2596
Remote Similarity	0.6492	NPC43638
Remote Similarity	0.6492	NPC158900
Remote Similarity	0.6489	NPC295650
Remote Similarity	0.6489	NPC134905
Remote Similarity	0.6489	NPC75695
Remote Similarity	0.6489	NPC36130
Remote Similarity	0.6489	NPC207675
Remote Similarity	0.6489	NPC212699
Remote Similarity	0.6489	NPC476434
Remote Similarity	0.6488	NPC476207
Remote Similarity	0.6488	NPC259791
Remote Similarity	0.6488	NPC476129
Remote Similarity	0.6488	NPC476256
Remote Similarity	0.6488	NPC476212
Remote Similarity	0.6488	NPC243626
Remote Similarity	0.6488	NPC476206
Remote Similarity	0.6488	NPC476205
Remote Similarity	0.6488	NPC476257
Remote Similarity	0.6486	NPC286038
Remote Similarity	0.6484	NPC245219
Remote Similarity	0.6484	NPC65833
Remote Similarity	0.6484	NPC31081
Remote Similarity	0.6482	NPC314213
Remote Similarity	0.6482	NPC314656
Remote Similarity	0.648	NPC8467
Remote Similarity	0.6479	NPC477825
Remote Similarity	0.6477	NPC29734
Remote Similarity	0.6477	NPC92589
Remote Similarity	0.6477	NPC97812
Remote Similarity	0.6477	NPC469889
Remote Similarity	0.6477	NPC470971
Remote Similarity	0.6474	NPC10205
Remote Similarity	0.6474	NPC93653

Drug Structure

NPD6793 OpenBabel08211710072D 41 43 0 0 1 0 0 0 0 0999 V2000 -1.7321 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 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 0.8660 -2.5000 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 0.0000 -3.0000 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 6.0622 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -1.0000 0.0000 C 0 0 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 -0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 -2.5000 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 1.5000 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 0.0000 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 -3.0000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 6.0622 -2.5000 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 0.8660 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 3 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 -0.0000 2.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 9.5263 -4.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 9.5263 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -4.0000 0.0000 O 0 0 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 -2.5981 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 10.3923 -4.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 10.3923 -3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 16 1 0 0 0 0 2 17 1 0 0 0 0 3 36 1 0 0 0 0 4 5 2 0 0 0 0 4 6 1 0 0 0 0 5 19 1 0 0 0 0 6 20 2 0 0 0 0 7 9 1 0 0 0 0 7 18 2 0 0 0 0 8 10 2 0 0 0 0 8 18 1 0 0 0 0 9 22 2 0 0 0 0 10 22 1 0 0 0 0 11 12 1 0 0 0 0 11 18 1 0 0 0 0 12 37 1 0 0 0 0 13 19 2 0 0 0 0 13 20 1 0 0 0 0 14 21 1 0 0 0 0 14 30 1 0 0 0 0 15 21 1 0 0 0 0 15 38 1 0 0 0 0 16 23 2 0 0 0 0 16 28 1 0 0 0 0 17 24 2 0 0 0 0 17 28 1 0 0 0 0 19 25 1 0 0 0 0 20 29 1 0 0 0 0 21 31 1 0 0 0 0 22 38 1 0 0 0 0 23 25 1 0 0 0 0 23 26 1 0 0 0 0 24 25 1 0 0 0 0 24 27 1 0 0 0 0 26 32 2 0 0 0 0 26 36 1 0 0 0 0 27 33 2 0 0 0 0 27 37 1 0 0 0 0 28 39 1 0 0 0 0 29 34 2 0 0 0 0 29 35 2 0 0 0 0 30 40 1 0 0 0 0 31 41 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB003516
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	128487
ChEBI
CAS Number

Drug Properties

Molecular Weight	526.20
ALogP	-0.0791
MLogP	3.22
XLogP	4.718
HDA	7
HBD	3
Rotatable Bonds	19
TPSA	157.46
RO5 Violation	1