NPASS drugs

Drug Information

Drug ID:	NPD5152
Drug Name:
Molecular Formula:	C22H27N5O6S
Canonical SMILES:	OC(=O)[C@@H](NS(=O)(=O)c1ccccc1)CNC(=O)c1ccc(cc1)OCCNC1=NCCCN1
Standard InCHI:	InChI=1S/C22H27N5O6S/c28-20(26-15-19(21(29)30)27-34(31,32)18-5-2-1-3-6-18)16-7-9-17(10-8-16)33-14-13-25-22-23-11-4-12-24-22/h1-3,5-10,19,27H,4,11-15H2,(H,26,28)(H,29,30)(H2,23,24,25)/t19-/m0/s1
Standard InCHIKey:	XAHWDFRDQNVXQX-IBGZPJMESA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5152

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	216
0.1-0.2	1708
0.2-0.3	7803
0.3-0.4	5025
0.4-0.5	9194
0.5-0.6	6659
0.6-0.7	283
0.7-0.8	1
0.8-0.85	1
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	0.8105	NPC235194
Intermediate Similarity	0.7292	NPC66490
Remote Similarity	0.6976	NPC240130
Remote Similarity	0.6976	NPC61332
Remote Similarity	0.6885	NPC238412
Remote Similarity	0.6875	NPC302715
Remote Similarity	0.6863	NPC315542
Remote Similarity	0.6832	NPC153554
Remote Similarity	0.6818	NPC274198
Remote Similarity	0.6818	NPC198254
Remote Similarity	0.6809	NPC17760
Remote Similarity	0.6796	NPC94862
Remote Similarity	0.6766	NPC196243
Remote Similarity	0.6741	NPC478007
Remote Similarity	0.6734	NPC276506
Remote Similarity	0.6731	NPC283207
Remote Similarity	0.672	NPC9373
Remote Similarity	0.6718	NPC469243
Remote Similarity	0.6701	NPC223207
Remote Similarity	0.6697	NPC478005
Remote Similarity	0.6697	NPC285192
Remote Similarity	0.6681	NPC478008
Remote Similarity	0.6667	NPC266425
Remote Similarity	0.6667	NPC254700
Remote Similarity	0.6667	NPC304074
Remote Similarity	0.6667	NPC471771
Remote Similarity	0.6667	NPC290755
Remote Similarity	0.6667	NPC313375
Remote Similarity	0.6667	NPC314725
Remote Similarity	0.6651	NPC257266
Remote Similarity	0.6649	NPC203424
Remote Similarity	0.6649	NPC206372
Remote Similarity	0.6634	NPC17698
Remote Similarity	0.6634	NPC473404
Remote Similarity	0.6633	NPC475544
Remote Similarity	0.6633	NPC473502
Remote Similarity	0.6621	NPC257728
Remote Similarity	0.6618	NPC119652
Remote Similarity	0.6618	NPC97526
Remote Similarity	0.6607	NPC471197
Remote Similarity	0.6605	NPC477551
Remote Similarity	0.6603	NPC102959
Remote Similarity	0.66	NPC280022
Remote Similarity	0.6591	NPC153365
Remote Similarity	0.6589	NPC477552
Remote Similarity	0.6589	NPC477550
Remote Similarity	0.6584	NPC475532
Remote Similarity	0.6582	NPC319320
Remote Similarity	0.6582	NPC287757
Remote Similarity	0.6578	NPC471198
Remote Similarity	0.6571	NPC60516
Remote Similarity	0.6552	NPC164608
Remote Similarity	0.6552	NPC165285
Remote Similarity	0.6538	NPC138083
Remote Similarity	0.6532	NPC277306
Remote Similarity	0.6532	NPC469442
Remote Similarity	0.6528	NPC473450
Remote Similarity	0.6526	NPC477632
Remote Similarity	0.6526	NPC477638
Remote Similarity	0.6513	NPC473580
Remote Similarity	0.6502	NPC306804
Remote Similarity	0.6502	NPC73280
Remote Similarity	0.65	NPC219350
Remote Similarity	0.65	NPC194699
Remote Similarity	0.6493	NPC174122
Remote Similarity	0.6493	NPC64140
Remote Similarity	0.6477	NPC324081
Remote Similarity	0.6476	NPC329731
Remote Similarity	0.6473	NPC25539
Remote Similarity	0.6471	NPC307682
Remote Similarity	0.6462	NPC473407
Remote Similarity	0.6462	NPC473378
Remote Similarity	0.6459	NPC299806
Remote Similarity	0.6445	NPC234069
Remote Similarity	0.6443	NPC214239
Remote Similarity	0.6436	NPC129486
Remote Similarity	0.6435	NPC477527
Remote Similarity	0.6432	NPC248601
Remote Similarity	0.6432	NPC470392
Remote Similarity	0.6429	NPC276120
Remote Similarity	0.6425	NPC32064
Remote Similarity	0.6419	NPC477639
Remote Similarity	0.6419	NPC108847
Remote Similarity	0.6417	NPC138365
Remote Similarity	0.6413	NPC197125
Remote Similarity	0.6409	NPC473422
Remote Similarity	0.6404	NPC196091
Remote Similarity	0.6404	NPC40234
Remote Similarity	0.6398	NPC4910
Remote Similarity	0.639	NPC476227
Remote Similarity	0.6385	NPC248822
Remote Similarity	0.6377	NPC269750
Remote Similarity	0.6377	NPC194671
Remote Similarity	0.6373	NPC89831
Remote Similarity	0.6372	NPC198401
Remote Similarity	0.6368	NPC472923
Remote Similarity	0.6364	NPC473460
Remote Similarity	0.6364	NPC29650
Remote Similarity	0.6364	NPC56635
Remote Similarity	0.6359	NPC50016
Remote Similarity	0.6355	NPC186617
Remote Similarity	0.6355	NPC315388
Remote Similarity	0.6349	NPC48202
Remote Similarity	0.6341	NPC248670
Remote Similarity	0.6341	NPC137627
Remote Similarity	0.6341	NPC273755
Remote Similarity	0.6338	NPC477636
Remote Similarity	0.6324	NPC473693
Remote Similarity	0.6324	NPC46009
Remote Similarity	0.6324	NPC471568
Remote Similarity	0.6323	NPC469444
Remote Similarity	0.6316	NPC244425
Remote Similarity	0.6316	NPC327005
Remote Similarity	0.6316	NPC15384
Remote Similarity	0.6311	NPC279871
Remote Similarity	0.6311	NPC159767
Remote Similarity	0.6311	NPC155506
Remote Similarity	0.6308	NPC477526
Remote Similarity	0.6306	NPC225400
Remote Similarity	0.6305	NPC107938
Remote Similarity	0.6305	NPC294516
Remote Similarity	0.6301	NPC242728
Remote Similarity	0.6296	NPC59827
Remote Similarity	0.6296	NPC184933
Remote Similarity	0.6289	NPC189908
Remote Similarity	0.6287	NPC158900
Remote Similarity	0.6286	NPC314659
Remote Similarity	0.628	NPC254053
Remote Similarity	0.6279	NPC477631
Remote Similarity	0.6278	NPC470786
Remote Similarity	0.6278	NPC16249
Remote Similarity	0.6278	NPC471155
Remote Similarity	0.6278	NPC472538
Remote Similarity	0.6275	NPC471651
Remote Similarity	0.6274	NPC149571
Remote Similarity	0.6256	NPC471050
Remote Similarity	0.6256	NPC61004
Remote Similarity	0.6256	NPC471048
Remote Similarity	0.6256	NPC471049
Remote Similarity	0.625	NPC314083
Remote Similarity	0.625	NPC270241
Remote Similarity	0.6244	NPC475204
Remote Similarity	0.6244	NPC475123
Remote Similarity	0.6239	NPC469445
Remote Similarity	0.6238	NPC197335
Remote Similarity	0.6238	NPC270301
Remote Similarity	0.6232	NPC328611
Remote Similarity	0.6232	NPC471165
Remote Similarity	0.623	NPC328137
Remote Similarity	0.623	NPC241086
Remote Similarity	0.623	NPC318028
Remote Similarity	0.623	NPC318984
Remote Similarity	0.623	NPC259800
Remote Similarity	0.623	NPC317741
Remote Similarity	0.623	NPC282087
Remote Similarity	0.6227	NPC476661
Remote Similarity	0.622	NPC182057
Remote Similarity	0.622	NPC475421
Remote Similarity	0.622	NPC131450
Remote Similarity	0.622	NPC147298
Remote Similarity	0.622	NPC45037
Remote Similarity	0.6216	NPC311753
Remote Similarity	0.6214	NPC230611
Remote Similarity	0.6212	NPC39431
Remote Similarity	0.6207	NPC189116
Remote Similarity	0.6207	NPC63931
Remote Similarity	0.6202	NPC8467
Remote Similarity	0.62	NPC471649
Remote Similarity	0.6199	NPC476662
Remote Similarity	0.6199	NPC214368
Remote Similarity	0.6195	NPC14390
Remote Similarity	0.6193	NPC149962
Remote Similarity	0.6193	NPC329295
Remote Similarity	0.6186	NPC314114
Remote Similarity	0.6186	NPC66777
Remote Similarity	0.6186	NPC469437
Remote Similarity	0.6186	NPC29531
Remote Similarity	0.6182	NPC123859
Remote Similarity	0.6179	NPC473562
Remote Similarity	0.6176	NPC299582
Remote Similarity	0.6175	NPC471825
Remote Similarity	0.6172	NPC315631
Remote Similarity	0.6172	NPC14849
Remote Similarity	0.6166	NPC204546
Remote Similarity	0.6166	NPC325857
Remote Similarity	0.6164	NPC144314
Remote Similarity	0.6162	NPC218323
Remote Similarity	0.6161	NPC121400
Remote Similarity	0.6161	NPC476321
Remote Similarity	0.6161	NPC246303
Remote Similarity	0.6161	NPC309692
Remote Similarity	0.6158	NPC196708
Remote Similarity	0.6154	NPC473402
Remote Similarity	0.6154	NPC311658
Remote Similarity	0.6154	NPC469443
Remote Similarity	0.6154	NPC16188
Remote Similarity	0.6154	NPC473354
Remote Similarity	0.6154	NPC26108
Remote Similarity	0.6147	NPC469815
Remote Similarity	0.6147	NPC469816

Drug Structure

NPD5152 OpenBabel08211706322D 39 41 0 0 1 0 0 0 0 0999 V2000 -3.0000 -0.0000 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 7.7942 2.5000 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 2.5981 5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 5.5000 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 2.5981 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 5.5000 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 1 0 0 0 0 0 0 0 0 0 1.7321 4.0000 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 7.7942 4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 4.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 4.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 5.5000 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 -0.0000 1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 4.5000 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 5.1962 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 9.5263 4.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 6.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 2.5000 0.0000 H 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 2.5981 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 3 1 0 0 0 0 2 5 1 0 0 0 0 3 6 2 0 0 0 0 4 11 1 0 0 0 0 4 12 1 0 0 0 0 5 18 2 0 0 0 0 6 18 1 0 0 0 0 7 9 1 0 0 0 0 7 16 2 0 0 0 0 8 10 2 0 0 0 0 8 16 1 0 0 0 0 9 17 2 0 0 0 0 10 17 1 0 0 0 0 11 23 1 0 0 0 0 12 24 1 0 0 0 0 13 14 1 0 0 0 0 13 25 1 0 0 0 0 14 33 1 0 0 0 0 15 26 1 0 0 0 0 16 20 1 0 0 0 0 17 33 1 0 0 0 0 18 34 1 0 0 0 0 19 15 1 1 0 0 0 19 21 1 0 0 0 0 19 27 1 0 0 0 0 20 26 1 0 0 0 0 20 28 2 0 0 0 0 21 29 2 0 0 0 0 21 30 1 0 0 0 0 22 23 2 0 0 0 0 22 24 1 0 0 0 0 22 25 1 0 0 0 0 24 35 1 0 0 0 0 25 36 1 0 0 0 0 26 37 1 0 0 0 0 27 34 1 0 0 0 0 27 38 1 0 0 0 0 30 39 1 0 0 0 0 31 34 2 0 0 0 0 32 34 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB015759
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	9913429
ChEBI
CAS Number

Drug Properties

Molecular Weight	489.17
ALogP	-3.046
MLogP	2.56
XLogP	2.155
HDA	10
HBD	5
Rotatable Bonds	14
TPSA	166.6
RO5 Violation	1