NPASS drugs

Drug Information

Drug ID:	NPD5558
Drug Name:
Molecular Formula:	C23H25N3O7S
Canonical SMILES:	COc1ccc(cc1)C(=Nc1ccc(cc1)S(=O)(=O)NC(C(=O)O)C#CCN1CCOCC1)O
Standard InCHI:	InChI=1S/C23H25N3O7S/c1-32-19-8-4-17(5-9-19)22(27)24-18-6-10-20(11-7-18)34(30,31)25-21(23(28)29)3-2-12-26-13-15-33-16-14-26/h4-11,21,25H,12-16H2,1H3,(H,24,27)(H,28,29)
Standard InCHIKey:	WJDDDFUBTYNDPP-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5558

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	158
0.1-0.2	1151
0.2-0.3	6710
0.3-0.4	6091
0.4-0.5	8519
0.5-0.6	7860
0.6-0.7	397
0.7-0.8	4
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	0.7097	NPC314861
Intermediate Similarity	0.7047	NPC469831
Intermediate Similarity	0.7044	NPC311357
Intermediate Similarity	0.701	NPC469829
Remote Similarity	0.6932	NPC314113
Remote Similarity	0.6915	NPC108847
Remote Similarity	0.6904	NPC469830
Remote Similarity	0.6882	NPC231862
Remote Similarity	0.6881	NPC314948
Remote Similarity	0.6862	NPC314725
Remote Similarity	0.6862	NPC313375
Remote Similarity	0.6848	NPC203424
Remote Similarity	0.6848	NPC206372
Remote Similarity	0.6829	NPC214368
Remote Similarity	0.6798	NPC478049
Remote Similarity	0.6765	NPC29477
Remote Similarity	0.6755	NPC191863
Remote Similarity	0.6755	NPC289776
Remote Similarity	0.6755	NPC133470
Remote Similarity	0.6755	NPC57105
Remote Similarity	0.6742	NPC212850
Remote Similarity	0.6742	NPC83289
Remote Similarity	0.6742	NPC189724
Remote Similarity	0.674	NPC9373
Remote Similarity	0.6716	NPC477526
Remote Similarity	0.6703	NPC245974
Remote Similarity	0.6703	NPC132771
Remote Similarity	0.6685	NPC247298
Remote Similarity	0.6684	NPC319320
Remote Similarity	0.6684	NPC287757
Remote Similarity	0.6667	NPC9475
Remote Similarity	0.6667	NPC315631
Remote Similarity	0.665	NPC232872
Remote Similarity	0.6649	NPC127362
Remote Similarity	0.6648	NPC313414
Remote Similarity	0.6647	NPC211218
Remote Similarity	0.6633	NPC194671
Remote Similarity	0.6633	NPC313886
Remote Similarity	0.6633	NPC269750
Remote Similarity	0.6631	NPC56635
Remote Similarity	0.6631	NPC10875
Remote Similarity	0.6631	NPC10730
Remote Similarity	0.6629	NPC471953
Remote Similarity	0.6629	NPC470392
Remote Similarity	0.6615	NPC208280
Remote Similarity	0.6615	NPC473432
Remote Similarity	0.6614	NPC306366
Remote Similarity	0.6608	NPC62101
Remote Similarity	0.6608	NPC95733
Remote Similarity	0.6597	NPC204179
Remote Similarity	0.6562	NPC473502
Remote Similarity	0.6556	NPC469360
Remote Similarity	0.6552	NPC28510
Remote Similarity	0.6552	NPC475411
Remote Similarity	0.655	NPC315542
Remote Similarity	0.6548	NPC43275
Remote Similarity	0.6543	NPC315257
Remote Similarity	0.6538	NPC178466
Remote Similarity	0.6538	NPC63628
Remote Similarity	0.6522	NPC477527
Remote Similarity	0.6517	NPC138365
Remote Similarity	0.651	NPC254700
Remote Similarity	0.6505	NPC182119
Remote Similarity	0.6503	NPC97004
Remote Similarity	0.6503	NPC136951
Remote Similarity	0.6503	NPC161155
Remote Similarity	0.6493	NPC473422
Remote Similarity	0.6488	NPC328763
Remote Similarity	0.648	NPC279871
Remote Similarity	0.648	NPC158277
Remote Similarity	0.6477	NPC313466
Remote Similarity	0.6477	NPC326966
Remote Similarity	0.6476	NPC474077
Remote Similarity	0.6471	NPC473407
Remote Similarity	0.6471	NPC473378
Remote Similarity	0.6467	NPC97282
Remote Similarity	0.6461	NPC29650
Remote Similarity	0.6457	NPC325651
Remote Similarity	0.6455	NPC207675
Remote Similarity	0.6455	NPC212699
Remote Similarity	0.6445	NPC473460
Remote Similarity	0.6441	NPC274732
Remote Similarity	0.644	NPC235628
Remote Similarity	0.6429	NPC204546
Remote Similarity	0.6429	NPC306804
Remote Similarity	0.6429	NPC273755
Remote Similarity	0.6418	NPC471050
Remote Similarity	0.6418	NPC471049
Remote Similarity	0.6418	NPC471048
Remote Similarity	0.6414	NPC474902
Remote Similarity	0.6409	NPC197921
Remote Similarity	0.6408	NPC203972
Remote Similarity	0.6393	NPC266741
Remote Similarity	0.6392	NPC294516
Remote Similarity	0.6392	NPC107938
Remote Similarity	0.6389	NPC326333
Remote Similarity	0.6384	NPC45191
Remote Similarity	0.6378	NPC17760
Remote Similarity	0.6377	NPC184933
Remote Similarity	0.6377	NPC59827
Remote Similarity	0.6374	NPC91953
Remote Similarity	0.6373	NPC472923
Remote Similarity	0.6364	NPC323662
Remote Similarity	0.6359	NPC81026
Remote Similarity	0.6359	NPC315388
Remote Similarity	0.6351	NPC472330
Remote Similarity	0.6351	NPC472329
Remote Similarity	0.6345	NPC474881
Remote Similarity	0.6345	NPC248670
Remote Similarity	0.6341	NPC174629
Remote Similarity	0.633	NPC326027
Remote Similarity	0.6327	NPC329717
Remote Similarity	0.6327	NPC46009
Remote Similarity	0.6324	NPC329731
Remote Similarity	0.6319	NPC299583
Remote Similarity	0.6318	NPC314025
Remote Similarity	0.6316	NPC41801
Remote Similarity	0.6316	NPC263835
Remote Similarity	0.6313	NPC473402
Remote Similarity	0.631	NPC277857
Remote Similarity	0.631	NPC324081
Remote Similarity	0.631	NPC115144
Remote Similarity	0.6305	NPC235194
Remote Similarity	0.63	NPC45037
Remote Similarity	0.6298	NPC77992
Remote Similarity	0.6294	NPC83241
Remote Similarity	0.6294	NPC230611
Remote Similarity	0.6293	NPC217294
Remote Similarity	0.6289	NPC158900
Remote Similarity	0.6287	NPC314656
Remote Similarity	0.6287	NPC314213
Remote Similarity	0.6283	NPC18249
Remote Similarity	0.6283	NPC10221
Remote Similarity	0.6283	NPC197741
Remote Similarity	0.6283	NPC140915
Remote Similarity	0.6283	NPC187028
Remote Similarity	0.6283	NPC305700
Remote Similarity	0.6281	NPC8467
Remote Similarity	0.6281	NPC50016
Remote Similarity	0.6281	NPC168153
Remote Similarity	0.628	NPC204970
Remote Similarity	0.6269	NPC241704
Remote Similarity	0.6264	NPC307020
Remote Similarity	0.6262	NPC47059
Remote Similarity	0.6262	NPC118832
Remote Similarity	0.6262	NPC165349
Remote Similarity	0.6262	NPC473305
Remote Similarity	0.6262	NPC329708
Remote Similarity	0.6262	NPC264166
Remote Similarity	0.6262	NPC274291
Remote Similarity	0.6262	NPC163961
Remote Similarity	0.6257	NPC254798
Remote Similarity	0.6257	NPC244866
Remote Similarity	0.6257	NPC256369
Remote Similarity	0.6256	NPC315913
Remote Similarity	0.6256	NPC320394
Remote Similarity	0.6256	NPC294951
Remote Similarity	0.6244	NPC40234
Remote Similarity	0.6244	NPC196091
Remote Similarity	0.6244	NPC477888
Remote Similarity	0.6243	NPC6570
Remote Similarity	0.6243	NPC474862
Remote Similarity	0.6238	NPC329816
Remote Similarity	0.6237	NPC329640
Remote Similarity	0.6235	NPC323948
Remote Similarity	0.6233	NPC246140
Remote Similarity	0.6233	NPC195787
Remote Similarity	0.6232	NPC248822
Remote Similarity	0.6231	NPC474953
Remote Similarity	0.6231	NPC155506
Remote Similarity	0.6231	NPC95412
Remote Similarity	0.6231	NPC159767
Remote Similarity	0.6231	NPC476227
Remote Similarity	0.6231	NPC471165
Remote Similarity	0.623	NPC318984
Remote Similarity	0.623	NPC317741
Remote Similarity	0.623	NPC282087
Remote Similarity	0.623	NPC318028
Remote Similarity	0.623	NPC328137
Remote Similarity	0.623	NPC241086
Remote Similarity	0.623	NPC259800
Remote Similarity	0.623	NPC36434
Remote Similarity	0.6229	NPC4974
Remote Similarity	0.6227	NPC66191
Remote Similarity	0.6227	NPC314817
Remote Similarity	0.6227	NPC316297
Remote Similarity	0.6221	NPC477160
Remote Similarity	0.6216	NPC469594
Remote Similarity	0.6215	NPC296712
Remote Similarity	0.6213	NPC303370
Remote Similarity	0.6211	NPC47672
Remote Similarity	0.6207	NPC471315
Remote Similarity	0.6207	NPC471314
Remote Similarity	0.6207	NPC32154
Remote Similarity	0.6199	NPC234772
Remote Similarity	0.6198	NPC233926
Remote Similarity	0.6196	NPC298821
Remote Similarity	0.6193	NPC169743
Remote Similarity	0.6193	NPC186617
Remote Similarity	0.6188	NPC474470

Drug Structure

NPD5558 OpenBabel08211708292D 37 39 0 0 1 0 0 0 0 0999 V2000 -9.0000 -1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 3.5000 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 -6.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0000 -1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.0000 -1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 6.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 -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 3 0 0 0 0 0 0 0 0 0 -4.5000 -0.8660 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 -4.0000 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 5.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.0000 -1.7321 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.5000 -0.8660 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 6.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.0000 -1.7321 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 32 1 0 0 0 0 2 3 3 0 0 0 0 2 12 1 0 0 0 0 3 21 1 0 0 0 0 4 8 1 0 0 0 0 4 17 2 0 0 0 0 5 9 2 0 0 0 0 5 17 1 0 0 0 0 6 10 1 0 0 0 0 6 18 2 0 0 0 0 7 11 2 0 0 0 0 7 18 1 0 0 0 0 8 19 2 0 0 0 0 9 19 1 0 0 0 0 10 20 2 0 0 0 0 11 20 1 0 0 0 0 12 26 1 0 0 0 0 13 15 1 0 0 0 0 13 26 1 0 0 0 0 14 16 1 0 0 0 0 14 26 1 0 0 0 0 15 33 1 0 0 0 0 16 33 1 0 0 0 0 17 22 1 0 0 0 0 18 24 1 0 0 0 0 19 32 1 0 0 0 0 20 34 1 0 0 0 0 21 23 1 0 0 0 0 21 25 1 0 0 0 0 22 24 2 3 0 0 0 22 27 1 0 0 0 0 23 28 2 0 0 0 0 23 29 1 0 0 0 0 25 34 1 0 0 0 0 25 35 1 0 0 0 0 27 36 1 0 0 0 0 29 37 1 0 0 0 0 30 34 2 0 0 0 0 31 34 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000927; DCL000002
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	44150852
ChEBI
CAS Number

Drug Properties

Molecular Weight	487.14
ALogP	-0.9593
MLogP	2.78
XLogP	1.8
HDA	9
HBD	3
Rotatable Bonds	11
TPSA	146.14
RO5 Violation	0