NPASS drugs

Drug Information

Drug ID:	NPD5780
Drug Name:	Litronesib
Molecular Formula:	C23H37N5O4S2
Canonical SMILES:	CCNCCS(=O)(=O)NC[C@]1(SC(=NN1C(=O)C(C)(C)C)N=C(C(C)(C)C)O)c1ccccc1
Standard InCHI:	InChI=1S/C23H37N5O4S2/c1-8-24-14-15-34(31,32)25-16-23(17-12-10-9-11-13-17)28(19(30)22(5,6)7)27-20(33-23)26-18(29)21(2,3)4/h9-13,24-25H,8,14-16H2,1-7H3,(H,26,27,29)/t23-/m0/s1
Standard InCHIKey:	YVAFBXLHPINSIK-QHCPKHFHSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD5780

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	99
0.1-0.2	1613
0.2-0.3	10870
0.3-0.4	13749
0.4-0.5	3771
0.5-0.6	709
0.6-0.7	76
0.7-0.8	3
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	0.7055	NPC194857
Intermediate Similarity	0.7055	NPC32858
Intermediate Similarity	0.702	NPC468984
Remote Similarity	0.6918	NPC300315
Remote Similarity	0.6821	NPC89489
Remote Similarity	0.671	NPC322878
Remote Similarity	0.6646	NPC13470
Remote Similarity	0.6597	NPC71684
Remote Similarity	0.6549	NPC254088
Remote Similarity	0.6538	NPC471320
Remote Similarity	0.6538	NPC471319
Remote Similarity	0.65	NPC476048
Remote Similarity	0.6479	NPC470544
Remote Similarity	0.6444	NPC469974
Remote Similarity	0.6438	NPC283783
Remote Similarity	0.6434	NPC470545
Remote Similarity	0.642	NPC286551
Remote Similarity	0.6414	NPC200964
Remote Similarity	0.6414	NPC302169
Remote Similarity	0.6405	NPC141050
Remote Similarity	0.6389	NPC470546
Remote Similarity	0.6387	NPC132636
Remote Similarity	0.637	NPC202521
Remote Similarity	0.6364	NPC239357
Remote Similarity	0.6357	NPC475013
Remote Similarity	0.6351	NPC22746
Remote Similarity	0.6309	NPC101719
Remote Similarity	0.6308	NPC473661
Remote Similarity	0.6301	NPC476990
Remote Similarity	0.6289	NPC471680
Remote Similarity	0.6284	NPC6975
Remote Similarity	0.626	NPC7067
Remote Similarity	0.6242	NPC222466
Remote Similarity	0.6216	NPC252878
Remote Similarity	0.6204	NPC275467
Remote Similarity	0.6197	NPC474584
Remote Similarity	0.6184	NPC111428
Remote Similarity	0.6176	NPC329375
Remote Similarity	0.6174	NPC46427
Remote Similarity	0.6173	NPC105717
Remote Similarity	0.6168	NPC323336
Remote Similarity	0.6168	NPC326349
Remote Similarity	0.6159	NPC477937
Remote Similarity	0.6159	NPC143516
Remote Similarity	0.6154	NPC35850
Remote Similarity	0.6154	NPC276949
Remote Similarity	0.6115	NPC471447
Remote Similarity	0.6115	NPC130898
Remote Similarity	0.6115	NPC474804
Remote Similarity	0.6115	NPC474973
Remote Similarity	0.6111	NPC33742
Remote Similarity	0.6111	NPC311658
Remote Similarity	0.6111	NPC313850
Remote Similarity	0.609	NPC108339
Remote Similarity	0.6078	NPC473322
Remote Similarity	0.6069	NPC315388
Remote Similarity	0.6045	NPC25565
Remote Similarity	0.6045	NPC317400
Remote Similarity	0.6039	NPC200589
Remote Similarity	0.6031	NPC121872
Remote Similarity	0.6031	NPC471307
Remote Similarity	0.6031	NPC159178
Remote Similarity	0.6031	NPC141139
Remote Similarity	0.6031	NPC78041
Remote Similarity	0.6031	NPC209764
Remote Similarity	0.6031	NPC74936
Remote Similarity	0.6028	NPC473676
Remote Similarity	0.6027	NPC14672
Remote Similarity	0.6027	NPC285926
Remote Similarity	0.6027	NPC315276
Remote Similarity	0.6014	NPC471317
Remote Similarity	0.6014	NPC202613
Remote Similarity	0.6013	NPC319766
Remote Similarity	0.6	NPC473498
Remote Similarity	0.6	NPC130309
Remote Similarity	0.6	NPC327481
Remote Similarity	0.6	NPC473501
Remote Similarity	0.6	NPC255447
Remote Similarity	0.6	NPC475439
Remote Similarity	0.5988	NPC315266
Remote Similarity	0.5986	NPC31651
Remote Similarity	0.5978	NPC153554
Remote Similarity	0.5965	NPC73655
Remote Similarity	0.5963	NPC77905
Remote Similarity	0.5959	NPC101139
Remote Similarity	0.5954	NPC470877
Remote Similarity	0.5924	NPC287401
Remote Similarity	0.5896	NPC471309
Remote Similarity	0.5896	NPC71140
Remote Similarity	0.5896	NPC469330
Remote Similarity	0.5893	NPC473002
Remote Similarity	0.5887	NPC45033
Remote Similarity	0.5886	NPC248283
Remote Similarity	0.5872	NPC68650
Remote Similarity	0.5862	NPC15068
Remote Similarity	0.586	NPC325479
Remote Similarity	0.5859	NPC474088
Remote Similarity	0.5858	NPC469903
Remote Similarity	0.5849	NPC314835
Remote Similarity	0.5843	NPC317362
Remote Similarity	0.5843	NPC317725
Remote Similarity	0.5843	NPC326407
Remote Similarity	0.5843	NPC318930
Remote Similarity	0.5839	NPC220698
Remote Similarity	0.5833	NPC319579
Remote Similarity	0.5829	NPC63040
Remote Similarity	0.5828	NPC52748
Remote Similarity	0.5818	NPC128237
Remote Similarity	0.5818	NPC83790
Remote Similarity	0.5816	NPC473418
Remote Similarity	0.5814	NPC169016
Remote Similarity	0.5813	NPC471264
Remote Similarity	0.5813	NPC471265
Remote Similarity	0.5808	NPC475168
Remote Similarity	0.5808	NPC7817
Remote Similarity	0.5805	NPC22883
Remote Similarity	0.5805	NPC217804
Remote Similarity	0.5805	NPC210377
Remote Similarity	0.5805	NPC5719
Remote Similarity	0.5802	NPC473031
Remote Similarity	0.5796	NPC126458
Remote Similarity	0.5793	NPC478040
Remote Similarity	0.5793	NPC181390
Remote Similarity	0.5793	NPC329011
Remote Similarity	0.5793	NPC275410
Remote Similarity	0.5789	NPC324850
Remote Similarity	0.5776	NPC470884
Remote Similarity	0.5776	NPC178662
Remote Similarity	0.5776	NPC476133
Remote Similarity	0.5776	NPC98424
Remote Similarity	0.5776	NPC477557
Remote Similarity	0.5776	NPC92784
Remote Similarity	0.5774	NPC300443
Remote Similarity	0.5767	NPC161069
Remote Similarity	0.5766	NPC472258
Remote Similarity	0.5765	NPC473580
Remote Similarity	0.5762	NPC27833
Remote Similarity	0.5759	NPC246079
Remote Similarity	0.5758	NPC314114
Remote Similarity	0.5756	NPC62104
Remote Similarity	0.5756	NPC469898
Remote Similarity	0.5756	NPC1390
Remote Similarity	0.5752	NPC175726
Remote Similarity	0.5752	NPC474082
Remote Similarity	0.5745	NPC88267
Remote Similarity	0.5745	NPC224610
Remote Similarity	0.5745	NPC194390
Remote Similarity	0.5745	NPC113326
Remote Similarity	0.5743	NPC197470
Remote Similarity	0.5741	NPC476259
Remote Similarity	0.5733	NPC314992
Remote Similarity	0.5723	NPC469901
Remote Similarity	0.5723	NPC469243
Remote Similarity	0.5723	NPC473003
Remote Similarity	0.5723	NPC469902
Remote Similarity	0.5714	NPC68865
Remote Similarity	0.5714	NPC12857
Remote Similarity	0.5706	NPC168113
Remote Similarity	0.5706	NPC269398
Remote Similarity	0.5706	NPC129486
Remote Similarity	0.5706	NPC263493
Remote Similarity	0.5706	NPC470902
Remote Similarity	0.5705	NPC2265
Remote Similarity	0.5704	NPC67043
Remote Similarity	0.57	NPC75726
Remote Similarity	0.57	NPC110602
Remote Similarity	0.57	NPC31385
Remote Similarity	0.5697	NPC5620
Remote Similarity	0.5689	NPC471821
Remote Similarity	0.5689	NPC471820
Remote Similarity	0.5687	NPC474473
Remote Similarity	0.5684	NPC294693
Remote Similarity	0.5682	NPC471638
Remote Similarity	0.5674	NPC164859
Remote Similarity	0.5672	NPC316108
Remote Similarity	0.5671	NPC197682
Remote Similarity	0.5671	NPC176226
Remote Similarity	0.5663	NPC470822
Remote Similarity	0.5655	NPC2501
Remote Similarity	0.5655	NPC254798
Remote Similarity	0.5647	NPC473341
Remote Similarity	0.5644	NPC46098
Remote Similarity	0.5644	NPC163392
Remote Similarity	0.5644	NPC307357
Remote Similarity	0.5644	NPC239762
Remote Similarity	0.5644	NPC268841
Remote Similarity	0.5639	NPC12429
Remote Similarity	0.5636	NPC314388
Remote Similarity	0.5636	NPC315283
Remote Similarity	0.5636	NPC476978
Remote Similarity	0.5633	NPC187231
Remote Similarity	0.5632	NPC154478
Remote Similarity	0.5632	NPC475544
Remote Similarity	0.5632	NPC471527
Remote Similarity	0.563	NPC245259
Remote Similarity	0.5629	NPC470824
Remote Similarity	0.5629	NPC138775
Remote Similarity	0.5628	NPC472999
Remote Similarity	0.5625	NPC189116
Remote Similarity	0.5625	NPC223207

Drug Structure

NPD5780 OpenBabel08211708292D 37 38 0 0 1 0 0 0 0 0999 V2000 0.0000 3.8974 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.3190 -0.1352 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.2171 -1.1042 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0325 0.3586 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.3098 4.1714 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3568 4.3740 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.3819 2.7954 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 2.9231 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9744 3.3753 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9487 3.3753 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4872 2.5315 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4359 2.5315 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9744 1.6876 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8438 1.4615 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.9744 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4615 0.8438 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9487 1.6876 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.8561 -1.3198 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.7312 3.1463 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4908 -0.3278 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.4289 -0.5315 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.6579 3.4474 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4359 0.8438 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.8438 2.4359 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.9744 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.8871 -1.2179 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.9780 0.5160 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.3260 1.2401 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.2524 -2.2099 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.0071 3.7982 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.9744 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.9744 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5377 -0.1252 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 1.6876 2.9231 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.4615 -0.8438 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.2215 -2.3117 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 8 1 0 0 0 0 2 21 1 0 0 0 0 3 21 1 0 0 0 0 4 21 1 0 0 0 0 5 22 1 0 0 0 0 6 22 1 0 0 0 0 7 22 1 0 0 0 0 8 24 1 0 0 0 0 9 10 2 0 0 0 0 9 11 1 0 0 0 0 10 12 1 0 0 0 0 11 13 2 0 0 0 0 12 17 2 0 0 0 0 13 17 1 0 0 0 0 14 15 1 0 0 0 0 14 24 1 0 0 0 0 15 34 1 0 0 0 0 16 25 1 0 0 0 0 17 23 1 0 0 0 0 18 21 1 0 0 0 0 18 26 2 3 0 0 0 18 29 1 0 0 0 0 19 22 1 0 0 0 0 19 28 1 0 0 0 0 19 30 2 0 0 0 0 20 26 1 0 0 0 0 20 27 2 0 0 0 0 20 33 1 0 0 0 0 23 16 1 1 0 0 0 23 28 1 0 0 0 0 23 33 1 0 0 0 0 24 35 1 0 0 0 0 25 34 1 0 0 0 0 25 36 1 0 0 0 0 27 28 1 0 0 0 0 29 37 1 0 0 0 0 31 34 2 0 0 0 0 32 34 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DNCL002704; DNCL003811
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	25167017
ChEBI
CAS Number

Drug Properties

Molecular Weight	511.23
ALogP	1.9441
MLogP	2.78
XLogP	3.834
HDA	9
HBD	3
Rotatable Bonds	20
TPSA	157.14
RO5 Violation	1