NPASS drugs

Drug Information

Drug ID:	NPD6819
Drug Name:	ASP-3652
Molecular Formula:	C27H32N2O4S2
Canonical SMILES:	CC(Sc1cc(ccc1C(=NS(=O)(=O)C)O)c1ccc(cc1)CCNC[C@@H](c1ccccc1)O)C
Standard InCHI:	InChI=1S/C27H32N2O4S2/c1-19(2)34-26-17-23(13-14-24(26)27(31)29-35(3,32)33)21-11-9-20(10-12-21)15-16-28-18-25(30)22-7-5-4-6-8-22/h4-14,17,19,25,28,30H,15-16,18H2,1-3H3,(H,29,31)/t25-/m0/s1
Standard InCHIKey:	HXFKZSVPCHUKBX-VWLOTQADSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6819

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	123
0.1-0.2	977
0.2-0.3	4418
0.3-0.4	10587
0.4-0.5	12933
0.5-0.6	1795
0.6-0.7	57
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	0.6755	NPC273830
Remote Similarity	0.6714	NPC327226
Remote Similarity	0.662	NPC147000
Remote Similarity	0.662	NPC150254
Remote Similarity	0.662	NPC304761
Remote Similarity	0.662	NPC226778
Remote Similarity	0.6573	NPC211551
Remote Similarity	0.6562	NPC132847
Remote Similarity	0.6507	NPC292758
Remote Similarity	0.6507	NPC65855
Remote Similarity	0.6398	NPC313663
Remote Similarity	0.6352	NPC40488
Remote Similarity	0.6325	NPC168861
Remote Similarity	0.6294	NPC214200
Remote Similarity	0.6294	NPC228400
Remote Similarity	0.6286	NPC20142
Remote Similarity	0.6286	NPC215351
Remote Similarity	0.6275	NPC137096
Remote Similarity	0.6268	NPC226096
Remote Similarity	0.6268	NPC164514
Remote Similarity	0.6268	NPC290515
Remote Similarity	0.6268	NPC303611
Remote Similarity	0.6268	NPC108606
Remote Similarity	0.6266	NPC4974
Remote Similarity	0.6264	NPC206372
Remote Similarity	0.6264	NPC203424
Remote Similarity	0.625	NPC213
Remote Similarity	0.625	NPC10286
Remote Similarity	0.6205	NPC214988
Remote Similarity	0.6203	NPC307020
Remote Similarity	0.6197	NPC33168
Remote Similarity	0.6178	NPC109151
Remote Similarity	0.6164	NPC474479
Remote Similarity	0.6154	NPC471680
Remote Similarity	0.6154	NPC473922
Remote Similarity	0.6136	NPC93343
Remote Similarity	0.6118	NPC1986
Remote Similarity	0.6118	NPC474544
Remote Similarity	0.6115	NPC86966
Remote Similarity	0.6111	NPC271808
Remote Similarity	0.609	NPC283760
Remote Similarity	0.6087	NPC210950
Remote Similarity	0.6087	NPC199738
Remote Similarity	0.6084	NPC478140
Remote Similarity	0.6069	NPC328793
Remote Similarity	0.6067	NPC24777
Remote Similarity	0.6061	NPC267237
Remote Similarity	0.6057	NPC275839
Remote Similarity	0.6051	NPC112823
Remote Similarity	0.6051	NPC326232
Remote Similarity	0.6028	NPC265521
Remote Similarity	0.6025	NPC29477
Remote Similarity	0.6013	NPC324702
Remote Similarity	0.6012	NPC13470
Remote Similarity	0.6012	NPC245974
Remote Similarity	0.6	NPC286551
Remote Similarity	0.6	NPC3202
Remote Similarity	0.5988	NPC328824
Remote Similarity	0.5988	NPC322366
Remote Similarity	0.5988	NPC44649
Remote Similarity	0.5988	NPC475578
Remote Similarity	0.5962	NPC38458
Remote Similarity	0.5962	NPC311737
Remote Similarity	0.5956	NPC208280
Remote Similarity	0.5952	NPC77992
Remote Similarity	0.5951	NPC469666
Remote Similarity	0.5946	NPC88267
Remote Similarity	0.5946	NPC113326
Remote Similarity	0.5946	NPC130921
Remote Similarity	0.5946	NPC194390
Remote Similarity	0.5946	NPC224610
Remote Similarity	0.5944	NPC58674
Remote Similarity	0.5939	NPC326966
Remote Similarity	0.5938	NPC35996
Remote Similarity	0.5935	NPC101139
Remote Similarity	0.5928	NPC76785
Remote Similarity	0.5928	NPC9687
Remote Similarity	0.5928	NPC118099
Remote Similarity	0.5928	NPC475318
Remote Similarity	0.5928	NPC49577
Remote Similarity	0.5928	NPC474811
Remote Similarity	0.5928	NPC475598
Remote Similarity	0.5928	NPC260045
Remote Similarity	0.5928	NPC474787
Remote Similarity	0.5928	NPC90194
Remote Similarity	0.5928	NPC151706
Remote Similarity	0.5928	NPC293377
Remote Similarity	0.5928	NPC474855
Remote Similarity	0.5928	NPC79465
Remote Similarity	0.5928	NPC273907
Remote Similarity	0.5928	NPC476102
Remote Similarity	0.5912	NPC71684
Remote Similarity	0.5904	NPC244866
Remote Similarity	0.5904	NPC149379
Remote Similarity	0.5901	NPC285394
Remote Similarity	0.5897	NPC82963
Remote Similarity	0.5896	NPC128237
Remote Similarity	0.5896	NPC313850
Remote Similarity	0.5896	NPC83790
Remote Similarity	0.5896	NPC247298
Remote Similarity	0.5894	NPC153690
Remote Similarity	0.589	NPC323775
Remote Similarity	0.589	NPC236347
Remote Similarity	0.5888	NPC329295
Remote Similarity	0.5886	NPC43275
Remote Similarity	0.5885	NPC149571
Remote Similarity	0.5878	NPC19856
Remote Similarity	0.5873	NPC153554
Remote Similarity	0.5866	NPC217801
Remote Similarity	0.5866	NPC326349
Remote Similarity	0.5866	NPC323336
Remote Similarity	0.5864	NPC95733
Remote Similarity	0.5864	NPC62101
Remote Similarity	0.5862	NPC105717
Remote Similarity	0.586	NPC254088
Remote Similarity	0.5855	NPC145638
Remote Similarity	0.5855	NPC290566
Remote Similarity	0.5854	NPC477839
Remote Similarity	0.585	NPC316797
Remote Similarity	0.585	NPC469457
Remote Similarity	0.5849	NPC190663
Remote Similarity	0.5848	NPC468984
Remote Similarity	0.5847	NPC290755
Remote Similarity	0.5847	NPC94292
Remote Similarity	0.5847	NPC471771
Remote Similarity	0.5847	NPC304074
Remote Similarity	0.5843	NPC246913
Remote Similarity	0.5838	NPC476103
Remote Similarity	0.5838	NPC195392
Remote Similarity	0.5833	NPC317254
Remote Similarity	0.5829	NPC254798
Remote Similarity	0.5829	NPC158277
Remote Similarity	0.5829	NPC317725
Remote Similarity	0.5829	NPC326407
Remote Similarity	0.5829	NPC476757
Remote Similarity	0.5828	NPC278097
Remote Similarity	0.5828	NPC472979
Remote Similarity	0.5828	NPC27252
Remote Similarity	0.5824	NPC231163
Remote Similarity	0.5824	NPC153007
Remote Similarity	0.5824	NPC318591
Remote Similarity	0.5823	NPC314992
Remote Similarity	0.5818	NPC325651
Remote Similarity	0.5817	NPC474149
Remote Similarity	0.5816	NPC1793
Remote Similarity	0.5808	NPC307123
Remote Similarity	0.5808	NPC97870
Remote Similarity	0.5808	NPC247018
Remote Similarity	0.5808	NPC208757
Remote Similarity	0.5801	NPC29647
Remote Similarity	0.58	NPC243601
Remote Similarity	0.5798	NPC177023
Remote Similarity	0.5796	NPC2265
Remote Similarity	0.5792	NPC223207
Remote Similarity	0.5789	NPC96224
Remote Similarity	0.5789	NPC24101
Remote Similarity	0.5789	NPC472982
Remote Similarity	0.5789	NPC64642
Remote Similarity	0.5789	NPC149455
Remote Similarity	0.5784	NPC24990
Remote Similarity	0.5784	NPC315388
Remote Similarity	0.5776	NPC160493
Remote Similarity	0.5775	NPC172128
Remote Similarity	0.5774	NPC474473
Remote Similarity	0.5769	NPC79328
Remote Similarity	0.5767	NPC472414
Remote Similarity	0.5767	NPC161242
Remote Similarity	0.5761	NPC314725
Remote Similarity	0.5761	NPC313375
Remote Similarity	0.5758	NPC111428
Remote Similarity	0.5758	NPC295478
Remote Similarity	0.5756	NPC189724
Remote Similarity	0.5756	NPC212850
Remote Similarity	0.5756	NPC323123
Remote Similarity	0.5756	NPC83289
Remote Similarity	0.5753	NPC288430
Remote Similarity	0.5753	NPC311242
Remote Similarity	0.5752	NPC258056
Remote Similarity	0.5749	NPC42423
Remote Similarity	0.5741	NPC472415
Remote Similarity	0.5732	NPC477937
Remote Similarity	0.573	NPC233650
Remote Similarity	0.5728	NPC478005
Remote Similarity	0.5724	NPC142297
Remote Similarity	0.5724	NPC472980
Remote Similarity	0.5723	NPC204546
Remote Similarity	0.5723	NPC300315
Remote Similarity	0.5722	NPC18614
Remote Similarity	0.5714	NPC470824
Remote Similarity	0.5714	NPC235460
Remote Similarity	0.5707	NPC63931
Remote Similarity	0.5706	NPC211218
Remote Similarity	0.5706	NPC475168
Remote Similarity	0.5706	NPC473491
Remote Similarity	0.5706	NPC64205
Remote Similarity	0.5706	NPC7817
Remote Similarity	0.5705	NPC318154
Remote Similarity	0.5699	NPC134858
Remote Similarity	0.5699	NPC169743
Remote Similarity	0.5699	NPC280022

Drug Structure

NPD6819 OpenBabel08211710072D 38 40 0 0 1 0 0 0 0 0999 V2000 4.0000 1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5000 2.5981 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 4.0000 -3.4641 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5000 -2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5000 -4.3301 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5000 -2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.5000 -4.3301 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 7.0000 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 6.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0000 -1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 -1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 9.0000 -1.7321 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.5000 -2.5981 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0000 1.7321 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 5.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0000 -3.4641 0.0000 C 0 0 0 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 2.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0000 -3.4641 0.0000 C 0 0 1 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 1.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.5000 -2.5981 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 7.5000 -4.3301 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 -1.7321 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 2.5000 0.8660 0.0000 S 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 9.0000 -3.4641 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 7.0000 -5.1962 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.5000 -2.5981 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 19 1 0 0 0 0 2 19 1 0 0 0 0 3 35 1 0 0 0 0 4 5 2 0 0 0 0 4 6 1 0 0 0 0 5 7 1 0 0 0 0 6 8 2 0 0 0 0 7 22 2 0 0 0 0 8 22 1 0 0 0 0 9 11 1 0 0 0 0 9 20 2 0 0 0 0 10 12 2 0 0 0 0 10 20 1 0 0 0 0 11 21 2 0 0 0 0 12 21 1 0 0 0 0 13 14 2 0 0 0 0 13 23 1 0 0 0 0 14 24 1 0 0 0 0 15 16 1 0 0 0 0 15 20 1 0 0 0 0 16 28 1 0 0 0 0 17 23 2 0 0 0 0 17 26 1 0 0 0 0 18 28 1 0 0 0 0 19 34 1 0 0 0 0 21 23 1 0 0 0 0 22 25 1 0 0 0 0 24 26 2 0 0 0 0 24 27 1 0 0 0 0 25 18 1 6 0 0 0 25 30 1 0 0 0 0 26 34 1 0 0 0 0 27 29 2 3 0 0 0 27 31 1 0 0 0 0 28 36 1 0 0 0 0 29 35 1 0 0 0 0 30 37 1 0 0 0 0 31 38 1 0 0 0 0 32 35 2 0 0 0 0 33 35 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB007416
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	512.18
ALogP	-1.0602
MLogP	3.55
XLogP	8.15
HDA	6
HBD	3
Rotatable Bonds	16
TPSA	132.67
RO5 Violation	2