NPASS drugs

Drug Information

Drug ID:	NPD8069
Drug Name:	Ibodutant
Molecular Formula:	C37H48N4O4S
Canonical SMILES:	Cc1ccc2c(c1)sc(c2)C(=O)NC1(CCCC1)C(=N[C@@H](C(=NCC1CCN(CC1)CC1CCOCC1)O)Cc1ccccc1)O
Standard InCHI:	InChI=1S/C37H48N4O4S/c1-26-9-10-30-23-33(46-32(30)21-26)35(43)40-37(15-5-6-16-37)36(44)39-31(22-27-7-3-2-4-8-27)34(42)38-24-28-11-17-41(18-12-28)25-29-13-19-45-20-14-29/h2-4,7-10,21,23,28-29,31H,5-6,11-20,22,24-25H2,1H3,(H,38,42)(H,39,44)(H,40,43)/t31-/m1/s1
Standard InCHIKey:	YQYSVMKCMIUCHY-WJOKGBTCSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD8069

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	153
0.1-0.2	974
0.2-0.3	4169
0.3-0.4	13665
0.4-0.5	10135
0.5-0.6	1703
0.6-0.7	91
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	0.6588	NPC473322
Remote Similarity	0.6588	NPC111428
Remote Similarity	0.6556	NPC105717
Remote Similarity	0.6512	NPC255447
Remote Similarity	0.6461	NPC161069
Remote Similarity	0.6436	NPC73644
Remote Similarity	0.6432	NPC149571
Remote Similarity	0.6429	NPC283783
Remote Similarity	0.6413	NPC286551
Remote Similarity	0.6409	NPC313850
Remote Similarity	0.6392	NPC326407
Remote Similarity	0.6392	NPC317725
Remote Similarity	0.6386	NPC470546
Remote Similarity	0.6383	NPC473003
Remote Similarity	0.6369	NPC71684
Remote Similarity	0.6364	NPC161143
Remote Similarity	0.6358	NPC300315
Remote Similarity	0.6344	NPC469903
Remote Similarity	0.6325	NPC470545
Remote Similarity	0.6324	NPC122590
Remote Similarity	0.6319	NPC138775
Remote Similarity	0.6316	NPC101719
Remote Similarity	0.6308	NPC318930
Remote Similarity	0.6308	NPC317362
Remote Similarity	0.6298	NPC209509
Remote Similarity	0.6292	NPC132636
Remote Similarity	0.6276	NPC475427
Remote Similarity	0.6265	NPC470544
Remote Similarity	0.6264	NPC200589
Remote Similarity	0.6257	NPC22746
Remote Similarity	0.6257	NPC222466
Remote Similarity	0.6243	NPC476978
Remote Similarity	0.6229	NPC126458
Remote Similarity	0.6222	NPC269398
Remote Similarity	0.6222	NPC263493
Remote Similarity	0.6215	NPC141050
Remote Similarity	0.6214	NPC106235
Remote Similarity	0.6214	NPC239660
Remote Similarity	0.6213	NPC200964
Remote Similarity	0.6211	NPC471527
Remote Similarity	0.6211	NPC469902
Remote Similarity	0.6209	NPC322878
Remote Similarity	0.6203	NPC473002
Remote Similarity	0.6201	NPC89489
Remote Similarity	0.6199	NPC6975
Remote Similarity	0.6198	NPC189116
Remote Similarity	0.6188	NPC468984
Remote Similarity	0.6186	NPC469904
Remote Similarity	0.6175	NPC262077
Remote Similarity	0.6168	NPC239357
Remote Similarity	0.6167	NPC239762
Remote Similarity	0.6167	NPC163392
Remote Similarity	0.6162	NPC2501
Remote Similarity	0.615	NPC473341
Remote Similarity	0.6145	NPC33742
Remote Similarity	0.6136	NPC130309
Remote Similarity	0.612	NPC5620
Remote Similarity	0.612	NPC471680
Remote Similarity	0.6102	NPC473962
Remote Similarity	0.6092	NPC477937
Remote Similarity	0.6084	NPC276949
Remote Similarity	0.6084	NPC35850
Remote Similarity	0.6082	NPC202521
Remote Similarity	0.608	NPC473001
Remote Similarity	0.6066	NPC52748
Remote Similarity	0.6062	NPC471052
Remote Similarity	0.6062	NPC471053
Remote Similarity	0.6062	NPC471051
Remote Similarity	0.6056	NPC471264
Remote Similarity	0.6056	NPC127741
Remote Similarity	0.6056	NPC471265
Remote Similarity	0.6054	NPC135121
Remote Similarity	0.6034	NPC79698
Remote Similarity	0.6034	NPC248283
Remote Similarity	0.6027	NPC471741
Remote Similarity	0.6023	NPC476990
Remote Similarity	0.6022	NPC92784
Remote Similarity	0.6022	NPC471820
Remote Similarity	0.6022	NPC476133
Remote Similarity	0.6022	NPC471821
Remote Similarity	0.6022	NPC178662
Remote Similarity	0.6022	NPC470884
Remote Similarity	0.6022	NPC98424
Remote Similarity	0.6021	NPC197743
Remote Similarity	0.6021	NPC297145
Remote Similarity	0.6012	NPC46427
Remote Similarity	0.6011	NPC77905
Remote Similarity	0.6011	NPC246913
Remote Similarity	0.6011	NPC139326
Remote Similarity	0.6	NPC314114
Remote Similarity	0.6	NPC310467
Remote Similarity	0.599	NPC62104
Remote Similarity	0.599	NPC469898
Remote Similarity	0.599	NPC1390
Remote Similarity	0.5989	NPC13470
Remote Similarity	0.5989	NPC129666
Remote Similarity	0.598	NPC477462
Remote Similarity	0.5978	NPC287401
Remote Similarity	0.597	NPC475094
Remote Similarity	0.5969	NPC328649
Remote Similarity	0.5968	NPC225648
Remote Similarity	0.5968	NPC329761
Remote Similarity	0.5966	NPC239990
Remote Similarity	0.5966	NPC105114
Remote Similarity	0.5966	NPC71933
Remote Similarity	0.5966	NPC152850
Remote Similarity	0.5966	NPC89923
Remote Similarity	0.5962	NPC165538
Remote Similarity	0.5959	NPC154478
Remote Similarity	0.5959	NPC469901
Remote Similarity	0.5954	NPC252878
Remote Similarity	0.595	NPC469900
Remote Similarity	0.5949	NPC5719
Remote Similarity	0.5949	NPC217804
Remote Similarity	0.5949	NPC22883
Remote Similarity	0.5949	NPC210377
Remote Similarity	0.5946	NPC316008
Remote Similarity	0.5946	NPC313867
Remote Similarity	0.5946	NPC315266
Remote Similarity	0.5946	NPC201244
Remote Similarity	0.5946	NPC477217
Remote Similarity	0.5941	NPC169328
Remote Similarity	0.5939	NPC66490
Remote Similarity	0.5938	NPC84317
Remote Similarity	0.593	NPC137627
Remote Similarity	0.593	NPC306804
Remote Similarity	0.5928	NPC474584
Remote Similarity	0.5928	NPC73655
Remote Similarity	0.5926	NPC162104
Remote Similarity	0.5926	NPC233702
Remote Similarity	0.5924	NPC316202
Remote Similarity	0.5918	NPC15068
Remote Similarity	0.5917	NPC316110
Remote Similarity	0.5917	NPC313587
Remote Similarity	0.5917	NPC315893
Remote Similarity	0.5914	NPC314358
Remote Similarity	0.5909	NPC472118
Remote Similarity	0.5909	NPC136453
Remote Similarity	0.5904	NPC254798
Remote Similarity	0.59	NPC155506
Remote Similarity	0.59	NPC159767
Remote Similarity	0.5897	NPC476750
Remote Similarity	0.5897	NPC472121
Remote Similarity	0.5892	NPC315283
Remote Similarity	0.5892	NPC314388
Remote Similarity	0.5888	NPC63040
Remote Similarity	0.5887	NPC477516
Remote Similarity	0.5886	NPC285394
Remote Similarity	0.5882	NPC16188
Remote Similarity	0.5879	NPC478140
Remote Similarity	0.5879	NPC355
Remote Similarity	0.5879	NPC43755
Remote Similarity	0.5876	NPC319766
Remote Similarity	0.5873	NPC7817
Remote Similarity	0.5873	NPC475168
Remote Similarity	0.5867	NPC138293
Remote Similarity	0.5867	NPC478007
Remote Similarity	0.5867	NPC113056
Remote Similarity	0.5866	NPC157311
Remote Similarity	0.5865	NPC329961
Remote Similarity	0.5865	NPC122427
Remote Similarity	0.586	NPC314287
Remote Similarity	0.5859	NPC473000
Remote Similarity	0.5855	NPC324850
Remote Similarity	0.5851	NPC240848
Remote Similarity	0.5847	NPC77992
Remote Similarity	0.5845	NPC4910
Remote Similarity	0.5842	NPC300443
Remote Similarity	0.5842	NPC470274
Remote Similarity	0.5838	NPC197682
Remote Similarity	0.5838	NPC176226
Remote Similarity	0.5838	NPC478016
Remote Similarity	0.5838	NPC478015
Remote Similarity	0.5838	NPC27833
Remote Similarity	0.5838	NPC478014
Remote Similarity	0.5837	NPC477526
Remote Similarity	0.5833	NPC44805
Remote Similarity	0.5833	NPC75498
Remote Similarity	0.5833	NPC194857
Remote Similarity	0.5833	NPC32858
Remote Similarity	0.5833	NPC8761
Remote Similarity	0.5829	NPC35996
Remote Similarity	0.5825	NPC104345
Remote Similarity	0.5825	NPC307396
Remote Similarity	0.5825	NPC319320
Remote Similarity	0.5825	NPC287757
Remote Similarity	0.5815	NPC268841
Remote Similarity	0.5815	NPC307357
Remote Similarity	0.5815	NPC478008
Remote Similarity	0.5815	NPC46098
Remote Similarity	0.5813	NPC45037
Remote Similarity	0.5813	NPC194671
Remote Similarity	0.5813	NPC269750
Remote Similarity	0.5812	NPC202198
Remote Similarity	0.5808	NPC319579
Remote Similarity	0.5801	NPC313663
Remote Similarity	0.58	NPC230611
Remote Similarity	0.5799	NPC470491
Remote Similarity	0.5798	NPC145113
Remote Similarity	0.5797	NPC297647

Drug Structure

NPD8069 OpenBabel08211712042D 49 54 0 0 1 0 0 0 0 0999 V2000 -3.1115 -1.5799 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5042 6.4734 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6539 6.9643 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5042 5.4916 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1084 2.0552 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.1084 1.0734 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8036 6.4734 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6539 5.0007 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6388 -2.4302 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6570 -2.4302 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3545 5.0007 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2047 3.5279 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.6059 5.4916 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.7556 4.0188 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1746 2.3586 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.1746 0.7700 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2047 5.4916 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0550 4.0188 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.4561 5.0007 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.6059 3.5279 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6388 -0.7296 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0467 5.0007 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7943 -1.3758 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5042 3.5279 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.9053 5.4916 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.1297 -1.5799 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8036 5.4916 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3545 4.0188 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.7556 5.0007 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1661 -1.5799 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0467 4.0188 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.6570 -0.7296 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8969 -0.3993 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8036 3.5279 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7472 0.0916 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8969 2.5461 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5975 1.5643 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6539 4.0188 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8969 3.5279 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.7472 1.0734 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.0550 5.0007 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.8036 2.5461 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5975 -0.3993 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0467 2.0552 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.4561 4.0188 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 0.8969 1.5643 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.6539 2.0552 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.0467 1.0734 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 26 1 0 0 0 0 2 3 2 0 0 0 0 2 4 1 0 0 0 0 3 7 1 0 0 0 0 4 8 2 0 0 0 0 5 6 1 0 0 0 0 5 15 1 0 0 0 0 6 16 1 0 0 0 0 7 27 2 0 0 0 0 8 27 1 0 0 0 0 9 10 2 0 0 0 0 9 26 1 0 0 0 0 10 30 1 0 0 0 0 11 17 1 0 0 0 0 11 28 1 0 0 0 0 12 18 1 0 0 0 0 12 28 1 0 0 0 0 13 19 1 0 0 0 0 13 29 1 0 0 0 0 14 20 1 0 0 0 0 14 29 1 0 0 0 0 15 37 1 0 0 0 0 16 37 1 0 0 0 0 17 41 1 0 0 0 0 18 41 1 0 0 0 0 19 45 1 0 0 0 0 20 45 1 0 0 0 0 21 26 2 0 0 0 0 21 32 1 0 0 0 0 22 27 1 0 0 0 0 23 30 1 0 0 0 0 23 33 2 0 0 0 0 24 28 1 0 0 0 0 24 38 1 0 0 0 0 25 29 1 0 0 0 0 25 41 1 0 0 0 0 30 32 2 0 0 0 0 31 22 1 1 0 0 0 31 34 1 0 0 0 0 31 39 1 0 0 0 0 32 46 1 0 0 0 0 33 35 1 0 0 0 0 33 46 1 0 0 0 0 34 38 2 3 0 0 0 34 42 1 0 0 0 0 35 40 1 0 0 0 0 35 43 2 0 0 0 0 36 37 1 0 0 0 0 36 39 2 3 0 0 0 36 44 1 0 0 0 0 37 40 1 0 0 0 0 40 47 1 0 0 0 0 42 48 1 0 0 0 0 44 49 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB015991
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	11527495
ChEBI
CAS Number

Drug Properties

Molecular Weight	644.34
ALogP	-2.0695
MLogP	4.54
XLogP	7.596
HDA	8
HBD	3
Rotatable Bonds	15
TPSA	134.99
RO5 Violation	2