NPASS drugs

Drug Information

Drug ID:	NPD4742
Drug Name:	Acotiamide
Molecular Formula:	C21H30N4O5S
Canonical SMILES:	COc1cc(O)c(cc1OC)C(=Nc1scc(n1)C(=NCCN(C(C)C)C(C)C)O)O
Standard InCHI:	InChI=1S/C21H30N4O5S/c1-12(2)25(13(3)4)8-7-22-20(28)15-11-31-21(23-15)24-19(27)14-9-17(29-5)18(30-6)10-16(14)26/h9-13,26H,7-8H2,1-6H3,(H,22,28)(H,23,24,27)
Standard InCHIKey:	TWHZNAUBXFZMCA-UHFFFAOYSA-N
Max Developmental Stage:	Phase 3
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD4742

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	359
0.1-0.2	2562
0.2-0.3	10198
0.3-0.4	3460
0.4-0.5	10007
0.5-0.6	4245
0.6-0.7	59
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	0.6725	NPC46970
Remote Similarity	0.6712	NPC475350
Remote Similarity	0.6712	NPC145178
Remote Similarity	0.6712	NPC14877
Remote Similarity	0.6667	NPC136924
Remote Similarity	0.6622	NPC251036
Remote Similarity	0.6581	NPC237978
Remote Similarity	0.6569	NPC24990
Remote Similarity	0.6524	NPC35761
Remote Similarity	0.6441	NPC476997
Remote Similarity	0.6441	NPC476994
Remote Similarity	0.6414	NPC476998
Remote Similarity	0.6414	NPC476996
Remote Similarity	0.6398	NPC249662
Remote Similarity	0.6352	NPC54066
Remote Similarity	0.6311	NPC257511
Remote Similarity	0.6267	NPC75498
Remote Similarity	0.626	NPC477796
Remote Similarity	0.626	NPC477805
Remote Similarity	0.626	NPC477795
Remote Similarity	0.626	NPC477806
Remote Similarity	0.6255	NPC476995
Remote Similarity	0.6239	NPC210256
Remote Similarity	0.6226	NPC161242
Remote Similarity	0.6226	NPC228040
Remote Similarity	0.622	NPC476103
Remote Similarity	0.6199	NPC471563
Remote Similarity	0.6173	NPC477838
Remote Similarity	0.6173	NPC477837
Remote Similarity	0.617	NPC308906
Remote Similarity	0.6168	NPC263485
Remote Similarity	0.6168	NPC25316
Remote Similarity	0.6168	NPC229160
Remote Similarity	0.6164	NPC122427
Remote Similarity	0.6164	NPC329961
Remote Similarity	0.6158	NPC474560
Remote Similarity	0.615	NPC476080
Remote Similarity	0.615	NPC475534
Remote Similarity	0.6122	NPC296898
Remote Similarity	0.6121	NPC475330
Remote Similarity	0.6116	NPC127085
Remote Similarity	0.6093	NPC174652
Remote Similarity	0.6085	NPC12100
Remote Similarity	0.6079	NPC66815
Remote Similarity	0.6077	NPC247251
Remote Similarity	0.6076	NPC174049
Remote Similarity	0.6059	NPC473822
Remote Similarity	0.6054	NPC280638
Remote Similarity	0.6049	NPC201508
Remote Similarity	0.6049	NPC476999
Remote Similarity	0.6036	NPC165538
Remote Similarity	0.6026	NPC474594
Remote Similarity	0.6025	NPC475196
Remote Similarity	0.6025	NPC122463
Remote Similarity	0.601	NPC235628
Remote Similarity	0.6	NPC127402
Remote Similarity	0.6	NPC474051
Remote Similarity	0.6	NPC96584
Remote Similarity	0.6	NPC255800
Remote Similarity	0.599	NPC150670
Remote Similarity	0.5984	NPC217554
Remote Similarity	0.5976	NPC284141
Remote Similarity	0.5959	NPC58164
Remote Similarity	0.5959	NPC10225
Remote Similarity	0.5957	NPC137929
Remote Similarity	0.5957	NPC164374
Remote Similarity	0.595	NPC200888
Remote Similarity	0.5947	NPC183446
Remote Similarity	0.5946	NPC41982
Remote Similarity	0.5946	NPC29531
Remote Similarity	0.5942	NPC475557
Remote Similarity	0.594	NPC242923
Remote Similarity	0.5935	NPC470889
Remote Similarity	0.5929	NPC224928
Remote Similarity	0.5928	NPC192687
Remote Similarity	0.5928	NPC214860
Remote Similarity	0.5928	NPC299221
Remote Similarity	0.5928	NPC224157
Remote Similarity	0.5928	NPC234488
Remote Similarity	0.5928	NPC311680
Remote Similarity	0.5928	NPC51840
Remote Similarity	0.5924	NPC179250
Remote Similarity	0.5924	NPC50380
Remote Similarity	0.5915	NPC203168
Remote Similarity	0.5913	NPC107602
Remote Similarity	0.5909	NPC96016
Remote Similarity	0.5909	NPC197166
Remote Similarity	0.5905	NPC474595
Remote Similarity	0.5905	NPC329837
Remote Similarity	0.5904	NPC11408
Remote Similarity	0.59	NPC148409
Remote Similarity	0.5897	NPC219664
Remote Similarity	0.5882	NPC61350
Remote Similarity	0.5879	NPC299583
Remote Similarity	0.5876	NPC45824
Remote Similarity	0.5876	NPC190144
Remote Similarity	0.5873	NPC285289
Remote Similarity	0.5867	NPC6451
Remote Similarity	0.5855	NPC186898
Remote Similarity	0.5854	NPC160666
Remote Similarity	0.5851	NPC17305
Remote Similarity	0.585	NPC9068
Remote Similarity	0.585	NPC6369
Remote Similarity	0.585	NPC30951
Remote Similarity	0.5848	NPC469390
Remote Similarity	0.5846	NPC129897
Remote Similarity	0.5842	NPC270326
Remote Similarity	0.5841	NPC85381
Remote Similarity	0.5841	NPC329717
Remote Similarity	0.5837	NPC16249
Remote Similarity	0.5833	NPC265483
Remote Similarity	0.5833	NPC82483
Remote Similarity	0.5833	NPC299584
Remote Similarity	0.5833	NPC105925
Remote Similarity	0.5829	NPC312770
Remote Similarity	0.5829	NPC254610
Remote Similarity	0.5829	NPC160607
Remote Similarity	0.5829	NPC14600
Remote Similarity	0.5829	NPC204848
Remote Similarity	0.5829	NPC41473
Remote Similarity	0.5826	NPC280272
Remote Similarity	0.5825	NPC266691
Remote Similarity	0.5823	NPC266931
Remote Similarity	0.5822	NPC318805
Remote Similarity	0.5822	NPC41122
Remote Similarity	0.5821	NPC160283
Remote Similarity	0.5821	NPC254759
Remote Similarity	0.5821	NPC284464
Remote Similarity	0.5821	NPC27495
Remote Similarity	0.582	NPC472067
Remote Similarity	0.582	NPC472066
Remote Similarity	0.582	NPC472031
Remote Similarity	0.5816	NPC12275
Remote Similarity	0.5816	NPC45715
Remote Similarity	0.5816	NPC474356
Remote Similarity	0.5816	NPC232275
Remote Similarity	0.5813	NPC469792
Remote Similarity	0.5804	NPC472068
Remote Similarity	0.5803	NPC44748
Remote Similarity	0.5803	NPC28730
Remote Similarity	0.5803	NPC223136
Remote Similarity	0.5803	NPC214406
Remote Similarity	0.5803	NPC78974
Remote Similarity	0.5803	NPC112596
Remote Similarity	0.5803	NPC18924
Remote Similarity	0.5803	NPC103823
Remote Similarity	0.5802	NPC66678
Remote Similarity	0.5802	NPC202839
Remote Similarity	0.5799	NPC168486
Remote Similarity	0.5799	NPC222592
Remote Similarity	0.5792	NPC247291
Remote Similarity	0.5792	NPC467439
Remote Similarity	0.5792	NPC311530
Remote Similarity	0.5789	NPC75713
Remote Similarity	0.5789	NPC469858
Remote Similarity	0.5787	NPC182257
Remote Similarity	0.5785	NPC238242
Remote Similarity	0.5784	NPC110337
Remote Similarity	0.5782	NPC206736
Remote Similarity	0.5782	NPC195766
Remote Similarity	0.5781	NPC112206
Remote Similarity	0.5781	NPC202605
Remote Similarity	0.578	NPC152680
Remote Similarity	0.578	NPC190783
Remote Similarity	0.578	NPC232386
Remote Similarity	0.5779	NPC472337
Remote Similarity	0.5779	NPC111655
Remote Similarity	0.5779	NPC134968
Remote Similarity	0.5779	NPC195022
Remote Similarity	0.5776	NPC469440
Remote Similarity	0.5773	NPC74817
Remote Similarity	0.5773	NPC329816
Remote Similarity	0.5773	NPC216836
Remote Similarity	0.5773	NPC82679
Remote Similarity	0.5773	NPC169474
Remote Similarity	0.5773	NPC282000
Remote Similarity	0.5773	NPC246620
Remote Similarity	0.5773	NPC236791
Remote Similarity	0.5773	NPC324112
Remote Similarity	0.5773	NPC293054
Remote Similarity	0.5773	NPC124452
Remote Similarity	0.5773	NPC159968
Remote Similarity	0.5771	NPC292882
Remote Similarity	0.5767	NPC90984
Remote Similarity	0.5765	NPC114102
Remote Similarity	0.5764	NPC107161
Remote Similarity	0.576	NPC312872
Remote Similarity	0.5759	NPC135414
Remote Similarity	0.5759	NPC246967
Remote Similarity	0.5758	NPC471391
Remote Similarity	0.5758	NPC471390
Remote Similarity	0.5756	NPC473934
Remote Similarity	0.5755	NPC186595
Remote Similarity	0.5755	NPC329640
Remote Similarity	0.5751	NPC60885
Remote Similarity	0.5751	NPC234400
Remote Similarity	0.575	NPC205442
Remote Similarity	0.575	NPC193528
Remote Similarity	0.575	NPC472336
Remote Similarity	0.575	NPC173660

Drug Structure

NPD4742 OpenBabel08211705272D 34 35 0 0 0 0 0 0 0 0999 V2000 6.4627 2.1510 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.6437 3.8735 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2425 4.8916 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6602 4.1871 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6551 1.4122 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3871 -0.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4791 2.4646 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4736 2.3600 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9230 -0.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6551 -1.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.3090 0.9511 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0559 3.0645 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6547 4.0826 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9230 -1.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3090 0.9511 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7891 -2.0878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7891 -0.0878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6551 -0.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0570 -2.0878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8968 1.7601 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8090 -0.5878 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8913 1.6555 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.6180 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.8090 -1.5878 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 5.0614 3.1691 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7891 -3.0878 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.0570 -3.0878 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.4901 2.6736 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7891 0.9122 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.5211 -0.0878 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 -2.6551 -3.5878 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.9230 -3.5878 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.0779 3.4826 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 12 1 0 0 0 0 2 12 1 0 0 0 0 3 13 1 0 0 0 0 4 13 1 0 0 0 0 5 29 1 0 0 0 0 6 30 1 0 0 0 0 7 8 1 0 0 0 0 7 22 1 0 0 0 0 8 25 1 0 0 0 0 9 14 2 0 0 0 0 9 17 1 0 0 0 0 10 16 2 0 0 0 0 10 18 1 0 0 0 0 11 15 2 0 0 0 0 11 31 1 0 0 0 0 12 25 1 0 0 0 0 13 25 1 0 0 0 0 14 16 1 0 0 0 0 14 19 1 0 0 0 0 15 20 1 0 0 0 0 15 23 1 0 0 0 0 16 26 1 0 0 0 0 17 18 2 0 0 0 0 17 29 1 0 0 0 0 18 30 1 0 0 0 0 19 24 2 3 0 0 0 19 27 1 0 0 0 0 20 22 2 3 0 0 0 20 28 1 0 0 0 0 21 23 2 0 0 0 0 21 24 1 0 0 0 0 21 31 1 0 0 0 0 26 32 1 0 0 0 0 27 33 1 0 0 0 0 28 34 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNAP001707
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	5282338
ChEBI
CAS Number

Drug Properties

Molecular Weight	450.19
ALogP	-0.2199
MLogP	2.67
XLogP	2.876
HDA	6
HBD	3
Rotatable Bonds	19
TPSA	148.24
RO5 Violation	0