NPASS drugs

Drug Information

Drug ID:	NPD4090
Drug Name:	MC-02306
Molecular Formula:	C20H25N7O4S4
Canonical SMILES:	OC(=N[C@@H]1C(=O)N2[C@@H]1SCC(=C2C(=O)O)Sc1ccccc1CSC(=N)N)CSCCNC(=N)N
Standard InCHI:	InChI=1S/C20H25N7O4S4/c21-19(22)25-5-6-32-9-13(28)26-14-16(29)27-15(18(30)31)12(8-33-17(14)27)35-11-4-2-1-3-10(11)7-34-20(23)24/h1-4,14,17H,5-9H2,(H3,23,24)(H,26,28)(H,30,31)(H4,21,22,25)/t14-,17-/m1/s1
Standard InCHIKey:	AMKVWBHXJRHCAZ-RHSMWYFYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4090

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	165
0.1-0.2	2318
0.2-0.3	10522
0.3-0.4	15038
0.4-0.5	2371
0.5-0.6	431
0.6-0.7	43
0.7-0.8	2
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	0.7756	NPC13470
Intermediate Similarity	0.7076	NPC315388
Remote Similarity	0.6937	NPC468984
Remote Similarity	0.6575	NPC153554
Remote Similarity	0.6566	NPC311658
Remote Similarity	0.6442	NPC132636
Remote Similarity	0.6309	NPC475013
Remote Similarity	0.6244	NPC143325
Remote Similarity	0.6234	NPC220698
Remote Similarity	0.6225	NPC476048
Remote Similarity	0.6196	NPC14849
Remote Similarity	0.6175	NPC328611
Remote Similarity	0.6162	NPC182057
Remote Similarity	0.6162	NPC131450
Remote Similarity	0.6162	NPC147298
Remote Similarity	0.6158	NPC114806
Remote Similarity	0.6136	NPC324850
Remote Similarity	0.6115	NPC71684
Remote Similarity	0.6114	NPC473580
Remote Similarity	0.6111	NPC300315
Remote Similarity	0.6111	NPC15068
Remote Similarity	0.6104	NPC239357
Remote Similarity	0.6102	NPC62104
Remote Similarity	0.6102	NPC1390
Remote Similarity	0.6102	NPC24617
Remote Similarity	0.6099	NPC276506
Remote Similarity	0.6099	NPC198254
Remote Similarity	0.6099	NPC274198
Remote Similarity	0.6087	NPC248862
Remote Similarity	0.6077	NPC63040
Remote Similarity	0.6067	NPC475544
Remote Similarity	0.6067	NPC469243
Remote Similarity	0.6059	NPC471680
Remote Similarity	0.6059	NPC322878
Remote Similarity	0.6056	NPC217804
Remote Similarity	0.6056	NPC210377
Remote Similarity	0.6056	NPC22883
Remote Similarity	0.6056	NPC5719
Remote Similarity	0.6048	NPC89489
Remote Similarity	0.6047	NPC105717
Remote Similarity	0.6037	NPC32858
Remote Similarity	0.6037	NPC194857
Remote Similarity	0.6025	NPC477937
Remote Similarity	0.6	NPC477632
Remote Similarity	0.6	NPC477638
Remote Similarity	0.5968	NPC196243
Remote Similarity	0.5967	NPC223207
Remote Similarity	0.5961	NPC478005
Remote Similarity	0.5959	NPC477636
Remote Similarity	0.5949	NPC302169
Remote Similarity	0.5943	NPC300443
Remote Similarity	0.5934	NPC290755
Remote Similarity	0.5934	NPC471771
Remote Similarity	0.5934	NPC304074
Remote Similarity	0.5928	NPC314835
Remote Similarity	0.5909	NPC286551
Remote Similarity	0.5901	NPC22746
Remote Similarity	0.5897	NPC477631
Remote Similarity	0.5897	NPC470544
Remote Similarity	0.5896	NPC128237
Remote Similarity	0.5896	NPC83790
Remote Similarity	0.5886	NPC7817
Remote Similarity	0.5886	NPC475168
Remote Similarity	0.5879	NPC189116
Remote Similarity	0.587	NPC129486
Remote Similarity	0.586	NPC470545
Remote Similarity	0.586	NPC475532
Remote Similarity	0.5854	NPC311753
Remote Similarity	0.5843	NPC469903
Remote Similarity	0.5843	NPC325479
Remote Similarity	0.5842	NPC473404
Remote Similarity	0.5838	NPC314114
Remote Similarity	0.5829	NPC17698
Remote Similarity	0.5829	NPC165285
Remote Similarity	0.5824	NPC48202
Remote Similarity	0.5823	NPC470546
Remote Similarity	0.5819	NPC473341
Remote Similarity	0.5808	NPC477639
Remote Similarity	0.5796	NPC285926
Remote Similarity	0.5796	NPC14672
Remote Similarity	0.5796	NPC315276
Remote Similarity	0.5795	NPC122427
Remote Similarity	0.5795	NPC60516
Remote Similarity	0.5795	NPC329961
Remote Similarity	0.5787	NPC470902
Remote Similarity	0.5784	NPC280022
Remote Similarity	0.5778	NPC326349
Remote Similarity	0.5778	NPC323336
Remote Similarity	0.5767	NPC101719
Remote Similarity	0.5765	NPC77992
Remote Similarity	0.5762	NPC471447
Remote Similarity	0.5744	NPC102959
Remote Similarity	0.5739	NPC283783
Remote Similarity	0.5736	NPC165538
Remote Similarity	0.5729	NPC329295
Remote Similarity	0.5714	NPC240130
Remote Similarity	0.5714	NPC469902
Remote Similarity	0.5714	NPC61332
Remote Similarity	0.5714	NPC154478
Remote Similarity	0.5706	NPC222466
Remote Similarity	0.5695	NPC143516
Remote Similarity	0.5691	NPC84317
Remote Similarity	0.569	NPC477217
Remote Similarity	0.569	NPC201244
Remote Similarity	0.569	NPC315266
Remote Similarity	0.568	NPC474473
Remote Similarity	0.568	NPC141050
Remote Similarity	0.567	NPC96016
Remote Similarity	0.5669	NPC33742
Remote Similarity	0.5663	NPC111428
Remote Similarity	0.5661	NPC317725
Remote Similarity	0.5661	NPC317362
Remote Similarity	0.5661	NPC326407
Remote Similarity	0.5661	NPC318930
Remote Similarity	0.5658	NPC474804
Remote Similarity	0.5658	NPC45033
Remote Similarity	0.5658	NPC130898
Remote Similarity	0.5658	NPC474973
Remote Similarity	0.5655	NPC246079
Remote Similarity	0.5654	NPC478007
Remote Similarity	0.5652	NPC200964
Remote Similarity	0.5652	NPC27833
Remote Similarity	0.5632	NPC314388
Remote Similarity	0.5632	NPC315283
Remote Similarity	0.5629	NPC275467
Remote Similarity	0.5628	NPC469901
Remote Similarity	0.5628	NPC302715
Remote Similarity	0.5625	NPC135121
Remote Similarity	0.5617	NPC202521
Remote Similarity	0.5615	NPC66490
Remote Similarity	0.5614	NPC127741
Remote Similarity	0.5612	NPC94862
Remote Similarity	0.5611	NPC473002
Remote Similarity	0.5602	NPC478008
Remote Similarity	0.56	NPC316008
Remote Similarity	0.56	NPC313867

Drug Structure

NPD4090 OpenBabel08211704332D 44 46 0 0 1 0 0 0 0 0999 V2000 6.1962 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3301 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1962 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4641 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1225 1.0012 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.1566 0.7424 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3301 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9319 -0.4824 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3301 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4641 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6730 -1.4483 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.8660 0.5000 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 1.0000 -1.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6742 2.6742 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.0622 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7083 2.4154 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.9331 3.6402 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 7.0622 0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 7.9282 2.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.3813 1.9671 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.7071 -1.7071 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 -2.3801 -2.1554 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.7071 0.7071 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.7321 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.8978 -0.2235 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 1.8660 -1.5000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 6.1962 2.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 3.5981 0.5000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -2.0012 3.1225 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.2259 4.3473 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.8990 3.8990 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 7.9282 -0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 8.7942 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 7.9282 3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.3473 2.2259 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -3.3461 -1.8966 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 3.0000 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 4 1 0 0 0 0 3 10 2 0 0 0 0 4 11 2 0 0 0 0 5 6 1 0 0 0 0 5 25 1 0 0 0 0 6 32 1 0 0 0 0 7 10 1 0 0 0 0 7 34 1 0 0 0 0 8 12 1 0 0 0 0 8 33 1 0 0 0 0 9 13 1 0 0 0 0 9 32 1 0 0 0 0 10 11 1 0 0 0 0 11 35 1 0 0 0 0 12 15 2 0 0 0 0 12 35 1 0 0 0 0 13 26 2 3 0 0 0 13 28 1 0 0 0 0 14 16 1 0 0 0 0 14 17 1 0 0 0 0 14 26 1 6 0 0 0 15 18 1 0 0 0 0 15 27 1 0 0 0 0 16 27 1 0 0 0 0 16 29 2 0 0 0 0 17 27 1 0 0 0 0 17 33 1 6 0 0 0 18 30 2 0 0 0 0 18 31 1 0 0 0 0 19 21 2 0 0 0 0 19 22 1 0 0 0 0 19 25 1 0 0 0 0 20 23 2 0 0 0 0 20 24 1 0 0 0 0 20 34 1 0 0 0 0 21 36 1 0 0 0 0 22 37 1 0 0 0 0 22 38 1 0 0 0 0 23 39 1 0 0 0 0 24 40 1 0 0 0 0 24 41 1 0 0 0 0 25 42 1 0 0 0 0 28 43 1 0 0 0 0 31 44 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB008818
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	555.09
ALogP	0.3724
MLogP	2.01
XLogP	-0.438
HDA	11
HBD	7
Rotatable Bonds	17
TPSA	303.17
RO5 Violation	3