NPASS drugs

Drug Information

Drug ID:	NPD5367
Drug Name:	B-581
Molecular Formula:	C22H38N4O3S2
Canonical SMILES:	CSCC[C@@H](C(=O)O)N=C([C@H](Cc1ccccc1)NC[C@H](C(C)C)NC[C@H](CS)N)O
Standard InCHI:	InChI=1S/C22H38N4O3S2/c1-15(2)20(24-12-17(23)14-30)13-25-19(11-16-7-5-4-6-8-16)21(27)26-18(22(28)29)9-10-31-3/h4-8,15,17-20,24-25,30H,9-14,23H2,1-3H3,(H,26,27)(H,28,29)/t17-,18+,19+,20-/m1/s1
Standard InCHIKey:	QISLMXIYRQCLIR-FUMNGEBKSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5367

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	76
0.1-0.2	575
0.2-0.3	3963
0.3-0.4	16436
0.4-0.5	8180
0.5-0.6	1234
0.6-0.7	331
0.7-0.8	91
0.8-0.85	4
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	0.8264	NPC474584
Intermediate Similarity	0.822	NPC327481
Intermediate Similarity	0.8168	NPC300315
Intermediate Similarity	0.811	NPC71684
Intermediate Similarity	0.7971	NPC468984
Intermediate Similarity	0.7939	NPC477937
Intermediate Similarity	0.7857	NPC470544
Intermediate Similarity	0.7857	NPC322878
Intermediate Similarity	0.7805	NPC319579
Intermediate Similarity	0.7795	NPC470545
Intermediate Similarity	0.7754	NPC132636
Intermediate Similarity	0.7734	NPC470546
Intermediate Similarity	0.7692	NPC105717
Intermediate Similarity	0.7686	NPC67043
Intermediate Similarity	0.7667	NPC164859
Intermediate Similarity	0.76	NPC329011
Intermediate Similarity	0.7597	NPC314992
Intermediate Similarity	0.7594	NPC101719
Intermediate Similarity	0.7578	NPC2265
Intermediate Similarity	0.7519	NPC254088
Intermediate Similarity	0.7519	NPC22746
Intermediate Similarity	0.7519	NPC222466
Intermediate Similarity	0.7517	NPC13470
Intermediate Similarity	0.75	NPC197470
Intermediate Similarity	0.75	NPC89489
Intermediate Similarity	0.7483	NPC286551
Intermediate Similarity	0.7482	NPC314835
Intermediate Similarity	0.7458	NPC25565
Intermediate Similarity	0.7444	NPC6975
Intermediate Similarity	0.7424	NPC202521
Intermediate Similarity	0.7417	NPC12730
Intermediate Similarity	0.7395	NPC473501
Intermediate Similarity	0.7395	NPC475439
Intermediate Similarity	0.7385	NPC169328
Intermediate Similarity	0.7361	NPC315266
Intermediate Similarity	0.7348	NPC476990
Intermediate Similarity	0.7348	NPC200964
Intermediate Similarity	0.7344	NPC276949
Intermediate Similarity	0.7344	NPC35850
Intermediate Similarity	0.7328	NPC237420
Intermediate Similarity	0.7328	NPC310467
Intermediate Similarity	0.7313	NPC35996
Intermediate Similarity	0.731	NPC314114
Intermediate Similarity	0.7308	NPC239357
Intermediate Similarity	0.7299	NPC111428
Intermediate Similarity	0.7287	NPC33742
Intermediate Similarity	0.725	NPC293628
Intermediate Similarity	0.725	NPC10781
Intermediate Similarity	0.725	NPC122493
Intermediate Similarity	0.7239	NPC252878
Intermediate Similarity	0.7226	NPC319766
Intermediate Similarity	0.7185	NPC46427
Intermediate Similarity	0.7183	NPC471264
Intermediate Similarity	0.7183	NPC471265
Intermediate Similarity	0.7183	NPC68865
Intermediate Similarity	0.7174	NPC473322
Intermediate Similarity	0.7163	NPC141050
Intermediate Similarity	0.7143	NPC326966
Intermediate Similarity	0.7143	NPC311658
Intermediate Similarity	0.7114	NPC7817
Intermediate Similarity	0.7114	NPC475168
Intermediate Similarity	0.7107	NPC324569
Intermediate Similarity	0.7103	NPC77905
Intermediate Similarity	0.709	NPC478014
Intermediate Similarity	0.709	NPC477061
Intermediate Similarity	0.709	NPC478015
Intermediate Similarity	0.709	NPC45777
Intermediate Similarity	0.709	NPC478016
Intermediate Similarity	0.7083	NPC303045
Intermediate Similarity	0.7083	NPC161972
Intermediate Similarity	0.7083	NPC163392
Intermediate Similarity	0.7083	NPC476259
Intermediate Similarity	0.7083	NPC239762
Intermediate Similarity	0.7071	NPC255447
Intermediate Similarity	0.7071	NPC130309
Intermediate Similarity	0.7063	NPC127741
Intermediate Similarity	0.7059	NPC323336
Intermediate Similarity	0.7059	NPC326349
Intermediate Similarity	0.7049	NPC322598
Intermediate Similarity	0.7047	NPC283783
Intermediate Similarity	0.704	NPC224610
Intermediate Similarity	0.704	NPC88267
Intermediate Similarity	0.704	NPC113326
Intermediate Similarity	0.704	NPC194390
Intermediate Similarity	0.7039	NPC469903
Intermediate Similarity	0.7034	NPC469427
Intermediate Similarity	0.7034	NPC263493
Intermediate Similarity	0.7034	NPC469426
Intermediate Similarity	0.7034	NPC269398
Intermediate Similarity	0.7034	NPC168113
Intermediate Similarity	0.7021	NPC246079
Intermediate Similarity	0.702	NPC473341
Intermediate Similarity	0.7009	NPC325441
Intermediate Similarity	0.7007	NPC471680
Intermediate Similarity	0.7	NPC273814
Remote Similarity	0.6994	NPC153554
Remote Similarity	0.6986	NPC161069
Remote Similarity	0.6986	NPC176226
Remote Similarity	0.6986	NPC197682
Remote Similarity	0.6986	NPC139326
Remote Similarity	0.6974	NPC470902
Remote Similarity	0.6972	NPC287401
Remote Similarity	0.6957	NPC47667
Remote Similarity	0.6939	NPC52748
Remote Similarity	0.6939	NPC476978
Remote Similarity	0.6933	NPC2501
Remote Similarity	0.6928	NPC473580
Remote Similarity	0.6917	NPC14672
Remote Similarity	0.6917	NPC285926
Remote Similarity	0.6917	NPC315276
Remote Similarity	0.6913	NPC128237
Remote Similarity	0.6913	NPC83790
Remote Similarity	0.6903	NPC1390
Remote Similarity	0.6903	NPC62104
Remote Similarity	0.6899	NPC15068
Remote Similarity	0.6897	NPC98424
Remote Similarity	0.6897	NPC92784
Remote Similarity	0.6897	NPC476133
Remote Similarity	0.6897	NPC178662
Remote Similarity	0.6897	NPC470884
Remote Similarity	0.6892	NPC5620
Remote Similarity	0.6892	NPC316008
Remote Similarity	0.6892	NPC209509
Remote Similarity	0.6892	NPC313867
Remote Similarity	0.6891	NPC258627
Remote Similarity	0.6879	NPC200589
Remote Similarity	0.6859	NPC469243
Remote Similarity	0.6859	NPC471527
Remote Similarity	0.6859	NPC469902
Remote Similarity	0.6855	NPC63040
Remote Similarity	0.6852	NPC318930
Remote Similarity	0.6852	NPC317725
Remote Similarity	0.6852	NPC317362
Remote Similarity	0.6852	NPC326407
Remote Similarity	0.6849	NPC307357
Remote Similarity	0.6849	NPC46098
Remote Similarity	0.6849	NPC268841
Remote Similarity	0.6846	NPC314358
Remote Similarity	0.6842	NPC300443
Remote Similarity	0.6838	NPC190663
Remote Similarity	0.6838	NPC302169
Remote Similarity	0.6835	NPC22883
Remote Similarity	0.6835	NPC210377
Remote Similarity	0.6835	NPC5719
Remote Similarity	0.6835	NPC217804
Remote Similarity	0.6833	NPC226438
Remote Similarity	0.6829	NPC311242
Remote Similarity	0.6825	NPC471317
Remote Similarity	0.6824	NPC315283
Remote Similarity	0.6824	NPC314388
Remote Similarity	0.6813	NPC315388
Remote Similarity	0.6806	NPC248283
Remote Similarity	0.68	NPC138775
Remote Similarity	0.6797	NPC122590
Remote Similarity	0.6765	NPC283760
Remote Similarity	0.6761	NPC325651
Remote Similarity	0.6755	NPC471821
Remote Similarity	0.6755	NPC471820
Remote Similarity	0.6752	NPC475544
Remote Similarity	0.675	NPC74936
Remote Similarity	0.675	NPC159178
Remote Similarity	0.675	NPC141139
Remote Similarity	0.675	NPC209764
Remote Similarity	0.675	NPC121872
Remote Similarity	0.675	NPC471307
Remote Similarity	0.675	NPC78041
Remote Similarity	0.6739	NPC160493
Remote Similarity	0.6735	NPC48202
Remote Similarity	0.6733	NPC81026
Remote Similarity	0.6731	NPC324850
Remote Similarity	0.673	NPC223207
Remote Similarity	0.6715	NPC80150
Remote Similarity	0.6711	NPC129666
Remote Similarity	0.6693	NPC202613
Remote Similarity	0.6689	NPC329761
Remote Similarity	0.6689	NPC225648
Remote Similarity	0.6689	NPC135121
Remote Similarity	0.6687	NPC290755
Remote Similarity	0.6687	NPC304074
Remote Similarity	0.6687	NPC471771
Remote Similarity	0.6667	NPC58674
Remote Similarity	0.6667	NPC274089
Remote Similarity	0.6667	NPC477217
Remote Similarity	0.6667	NPC191215
Remote Similarity	0.6667	NPC266741
Remote Similarity	0.6667	NPC470877
Remote Similarity	0.6667	NPC201244
Remote Similarity	0.6646	NPC469901
Remote Similarity	0.6641	NPC275467
Remote Similarity	0.6625	NPC189116
Remote Similarity	0.6624	NPC297145
Remote Similarity	0.6624	NPC197743
Remote Similarity	0.6623	NPC262077
Remote Similarity	0.6619	NPC27581
Remote Similarity	0.6605	NPC469904
Remote Similarity	0.6605	NPC473000
Remote Similarity	0.6596	NPC474479
Remote Similarity	0.6596	NPC4974
Remote Similarity	0.6594	NPC476183
Remote Similarity	0.6593	NPC101139

Drug Structure

NPD5367 OpenBabel08211706322D 38 38 0 0 1 0 0 0 0 0999 V2000 -4.3301 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 2.5000 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 1.7321 -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 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 1.0000 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 0.8660 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 -4.3301 -0.5000 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 -5.1962 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.8660 2.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -1.7321 0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -3.4641 -2.0000 0.0000 C 0 0 2 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 -1.7321 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 N 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 -2.5981 2.5000 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 -6.0622 1.5000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 3.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 4.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 15 1 0 0 0 0 2 15 1 0 0 0 0 3 31 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 16 2 0 0 0 0 8 16 1 0 0 0 0 9 10 1 0 0 0 0 10 31 1 0 0 0 0 11 16 1 0 0 0 0 12 24 1 0 0 0 0 13 25 1 0 0 0 0 14 17 1 0 0 0 0 14 30 1 0 0 0 0 15 20 1 0 0 0 0 17 12 1 1 0 0 0 17 23 1 0 0 0 0 18 9 1 6 0 0 0 18 22 1 0 0 0 0 18 26 1 0 0 0 0 19 11 1 6 0 0 0 19 21 1 0 0 0 0 19 25 1 0 0 0 0 20 13 1 6 0 0 0 20 24 1 0 0 0 0 21 26 2 3 0 0 0 21 27 1 0 0 0 0 22 28 2 0 0 0 0 22 29 1 0 0 0 0 23 32 1 0 0 0 0 23 33 1 0 0 0 0 24 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 38 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB006270
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	470.24
ALogP	-0.7295
MLogP	2.89
XLogP	2.342
HDA	7
HBD	5
Rotatable Bonds	23
TPSA	184.07
RO5 Violation	1