NPASS drugs

Drug Information

Drug ID:	NPD6551
Drug Name:
Molecular Formula:	C26H28N2O4S
Canonical SMILES:	COc1ccc(cc1)[C@@H]1Sc2c(N(C(=O)[C@@H]1OC(=O)C)CCN(C)C)ccc1c2cccc1
Standard InCHI:	InChI=1S/C26H28N2O4S/c1-17(29)32-23-24(19-9-12-20(31-4)13-10-19)33-25-21-8-6-5-7-18(21)11-14-22(25)28(26(23)30)16-15-27(2)3/h5-14,23-24H,15-16H2,1-4H3/t23-,24+/m1/s1
Standard InCHIKey:	GWVJLVHNKMLXRM-RPWUZVMVSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6551

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	251
0.1-0.2	1639
0.2-0.3	7335
0.3-0.4	5575
0.4-0.5	13004
0.5-0.6	2942
0.6-0.7	144
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	0.6737	NPC189908
Remote Similarity	0.6606	NPC207971
Remote Similarity	0.6575	NPC268077
Remote Similarity	0.6544	NPC67904
Remote Similarity	0.6526	NPC473004
Remote Similarity	0.652	NPC77777
Remote Similarity	0.6518	NPC251036
Remote Similarity	0.6493	NPC21425
Remote Similarity	0.6493	NPC329731
Remote Similarity	0.6479	NPC477526
Remote Similarity	0.6477	NPC9373
Remote Similarity	0.6441	NPC308943
Remote Similarity	0.6425	NPC285941
Remote Similarity	0.6425	NPC473422
Remote Similarity	0.6422	NPC5374
Remote Similarity	0.6419	NPC471825
Remote Similarity	0.6415	NPC4910
Remote Similarity	0.6404	NPC473502
Remote Similarity	0.64	NPC301163
Remote Similarity	0.6398	NPC473007
Remote Similarity	0.6393	NPC138830
Remote Similarity	0.6389	NPC230313
Remote Similarity	0.6384	NPC145178
Remote Similarity	0.6384	NPC475350
Remote Similarity	0.6384	NPC14877
Remote Similarity	0.6381	NPC220961
Remote Similarity	0.6376	NPC71124
Remote Similarity	0.6355	NPC473008
Remote Similarity	0.6348	NPC288110
Remote Similarity	0.6341	NPC196091
Remote Similarity	0.6339	NPC207873
Remote Similarity	0.6339	NPC100573
Remote Similarity	0.6335	NPC311357
Remote Similarity	0.6333	NPC190461
Remote Similarity	0.633	NPC266425
Remote Similarity	0.6316	NPC55470
Remote Similarity	0.6313	NPC184933
Remote Similarity	0.6313	NPC59827
Remote Similarity	0.6313	NPC243626
Remote Similarity	0.6303	NPC314659
Remote Similarity	0.6301	NPC23080
Remote Similarity	0.6301	NPC193906
Remote Similarity	0.63	NPC127996
Remote Similarity	0.6288	NPC234772
Remote Similarity	0.628	NPC73280
Remote Similarity	0.6279	NPC474059
Remote Similarity	0.6277	NPC222046
Remote Similarity	0.6267	NPC254957
Remote Similarity	0.6256	NPC197335
Remote Similarity	0.6256	NPC133470
Remote Similarity	0.6256	NPC288305
Remote Similarity	0.6256	NPC472163
Remote Similarity	0.6256	NPC471532
Remote Similarity	0.6256	NPC289776
Remote Similarity	0.6256	NPC191863
Remote Similarity	0.6244	NPC315542
Remote Similarity	0.6244	NPC249405
Remote Similarity	0.6239	NPC198401
Remote Similarity	0.6233	NPC473460
Remote Similarity	0.623	NPC307682
Remote Similarity	0.6228	NPC159815
Remote Similarity	0.6227	NPC477527
Remote Similarity	0.6227	NPC17677
Remote Similarity	0.6215	NPC33902
Remote Similarity	0.6215	NPC149571
Remote Similarity	0.6215	NPC276674
Remote Similarity	0.621	NPC108847
Remote Similarity	0.6209	NPC287588
Remote Similarity	0.6207	NPC475609
Remote Similarity	0.6207	NPC93653
Remote Similarity	0.6204	NPC237579
Remote Similarity	0.6204	NPC312531
Remote Similarity	0.6201	NPC473006
Remote Similarity	0.6195	NPC299582
Remote Similarity	0.6188	NPC473005
Remote Similarity	0.6175	NPC22476
Remote Similarity	0.6172	NPC158277
Remote Similarity	0.6168	NPC322621
Remote Similarity	0.6167	NPC477160
Remote Similarity	0.6161	NPC321211
Remote Similarity	0.6161	NPC475421
Remote Similarity	0.616	NPC473458
Remote Similarity	0.6157	NPC10732
Remote Similarity	0.6157	NPC320088
Remote Similarity	0.6154	NPC308197
Remote Similarity	0.6154	NPC471604
Remote Similarity	0.6154	NPC100863
Remote Similarity	0.615	NPC222561
Remote Similarity	0.6147	NPC79213
Remote Similarity	0.614	NPC87391
Remote Similarity	0.614	NPC262725
Remote Similarity	0.6132	NPC85613
Remote Similarity	0.613	NPC471741
Remote Similarity	0.6129	NPC473569
Remote Similarity	0.6124	NPC307640
Remote Similarity	0.6123	NPC90185
Remote Similarity	0.6121	NPC179704
Remote Similarity	0.6121	NPC302235
Remote Similarity	0.6117	NPC24954
Remote Similarity	0.6117	NPC254700
Remote Similarity	0.6106	NPC477161
Remote Similarity	0.6098	NPC199737
Remote Similarity	0.6096	NPC471561
Remote Similarity	0.6094	NPC138365
Remote Similarity	0.6092	NPC471513
Remote Similarity	0.6085	NPC474815
Remote Similarity	0.6078	NPC471531
Remote Similarity	0.6077	NPC471648
Remote Similarity	0.6076	NPC231924
Remote Similarity	0.6075	NPC470112
Remote Similarity	0.6075	NPC167763
Remote Similarity	0.6075	NPC470903
Remote Similarity	0.6074	NPC476220
Remote Similarity	0.6074	NPC160113
Remote Similarity	0.6071	NPC471489
Remote Similarity	0.6068	NPC472923
Remote Similarity	0.6062	NPC87714
Remote Similarity	0.6062	NPC257511
Remote Similarity	0.6059	NPC148124
Remote Similarity	0.6055	NPC474904
Remote Similarity	0.6049	NPC154922
Remote Similarity	0.6045	NPC302001
Remote Similarity	0.6045	NPC78284
Remote Similarity	0.6043	NPC318525
Remote Similarity	0.6043	NPC10653
Remote Similarity	0.6042	NPC29650
Remote Similarity	0.6036	NPC314948
Remote Similarity	0.6035	NPC195787
Remote Similarity	0.6035	NPC246140
Remote Similarity	0.6034	NPC65277
Remote Similarity	0.6029	NPC287757
Remote Similarity	0.6029	NPC319320
Remote Similarity	0.6027	NPC473407
Remote Similarity	0.6027	NPC473378
Remote Similarity	0.6019	NPC279871
Remote Similarity	0.6019	NPC102760
Remote Similarity	0.6019	NPC299806
Remote Similarity	0.6019	NPC164608
Remote Similarity	0.6017	NPC99724
Remote Similarity	0.601	NPC314861
Remote Similarity	0.6	NPC25961
Remote Similarity	0.6	NPC204970
Remote Similarity	0.6	NPC324081
Remote Similarity	0.6	NPC242000
Remote Similarity	0.5992	NPC478141
Remote Similarity	0.5991	NPC14339
Remote Similarity	0.5991	NPC116007
Remote Similarity	0.599	NPC475780
Remote Similarity	0.5984	NPC291173
Remote Similarity	0.5981	NPC315388
Remote Similarity	0.5981	NPC222592
Remote Similarity	0.5981	NPC5167
Remote Similarity	0.5981	NPC168486
Remote Similarity	0.598	NPC105717
Remote Similarity	0.598	NPC56635
Remote Similarity	0.5976	NPC476258
Remote Similarity	0.5976	NPC304837
Remote Similarity	0.5975	NPC477397
Remote Similarity	0.5975	NPC478007
Remote Similarity	0.5973	NPC203972
Remote Similarity	0.5972	NPC294951
Remote Similarity	0.5967	NPC323198
Remote Similarity	0.5967	NPC323752
Remote Similarity	0.5966	NPC298449
Remote Similarity	0.5964	NPC478049
Remote Similarity	0.5959	NPC184680
Remote Similarity	0.5958	NPC470480
Remote Similarity	0.5958	NPC248903
Remote Similarity	0.5957	NPC136453
Remote Similarity	0.5957	NPC473041
Remote Similarity	0.5956	NPC25897
Remote Similarity	0.595	NPC132771
Remote Similarity	0.595	NPC474688
Remote Similarity	0.5949	NPC46259
Remote Similarity	0.5949	NPC319645
Remote Similarity	0.5943	NPC159767
Remote Similarity	0.5943	NPC155506
Remote Similarity	0.5939	NPC470925
Remote Similarity	0.5935	NPC269750
Remote Similarity	0.5935	NPC194671
Remote Similarity	0.5935	NPC470785
Remote Similarity	0.593	NPC247298
Remote Similarity	0.5928	NPC471448
Remote Similarity	0.5927	NPC113455
Remote Similarity	0.5926	NPC71933
Remote Similarity	0.5926	NPC239990
Remote Similarity	0.5926	NPC105114
Remote Similarity	0.5926	NPC152850
Remote Similarity	0.5926	NPC89923
Remote Similarity	0.5924	NPC112336
Remote Similarity	0.5924	NPC478008
Remote Similarity	0.5924	NPC474814
Remote Similarity	0.5922	NPC57512
Remote Similarity	0.5921	NPC475147
Remote Similarity	0.5917	NPC26928
Remote Similarity	0.5916	NPC231382
Remote Similarity	0.5915	NPC313327
Remote Similarity	0.5915	NPC195636
Remote Similarity	0.5911	NPC212163
Remote Similarity	0.5909	NPC473305

Drug Structure

NPD6551 OpenBabel08211710072D 33 36 0 0 1 0 0 0 0 0999 V2000 -2.4088 -0.6086 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6676 -2.9248 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3562 -2.5394 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1035 6.0827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3799 3.1235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5139 3.6235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3799 2.1235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6479 3.1235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2331 3.7372 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5872 2.6572 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5139 0.6235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8566 4.5190 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2107 3.4391 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6479 0.1235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1781 -1.2697 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2225 -0.9749 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.9088 0.2575 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5139 1.6235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5984 2.8063 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.8454 4.3700 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6479 2.1235 0.0000 C 0 0 0 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 -1.4088 1.1235 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.9749 2.0245 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.7818 1.6235 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9749 0.2225 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4006 -2.2446 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.9088 0.2575 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.5984 -0.5593 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.4689 5.1518 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.4088 1.1235 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 2.2470 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 1 17 1 0 0 0 0 2 27 1 0 0 0 0 3 27 1 0 0 0 0 4 31 1 0 0 0 0 5 6 2 0 0 0 0 5 7 1 0 0 0 0 6 8 1 0 0 0 0 7 18 2 0 0 0 0 8 21 2 0 0 0 0 9 12 1 0 0 0 0 9 19 2 0 0 0 0 10 13 2 0 0 0 0 10 19 1 0 0 0 0 11 14 2 0 0 0 0 11 18 1 0 0 0 0 12 20 2 0 0 0 0 13 20 1 0 0 0 0 14 22 1 0 0 0 0 15 16 1 0 0 0 0 15 27 1 0 0 0 0 16 28 1 0 0 0 0 17 29 2 0 0 0 0 17 32 1 0 0 0 0 18 21 1 0 0 0 0 20 31 1 0 0 0 0 21 25 1 0 0 0 0 22 25 2 0 0 0 0 22 28 1 0 0 0 0 23 24 1 0 0 0 0 23 26 1 0 0 0 0 23 32 1 6 0 0 0 24 19 1 6 0 0 0 24 33 1 0 0 0 0 25 33 1 0 0 0 0 26 28 1 0 0 0 0 26 30 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB006630
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	130121
ChEBI
CAS Number

Drug Properties

Molecular Weight	464.18
ALogP	-0.1437
MLogP	3.55
XLogP	5.305
HDA	5
HBD	0
Rotatable Bonds	11
TPSA	84.38
RO5 Violation	1