NPASS drugs

Drug Information

Drug ID:	NPD5945
Drug Name:	Temanogrel
Molecular Formula:	C24H28N4O4
Canonical SMILES:	COc1cccc(c1)C(=Nc1ccc(c(c1)c1ccnn1C)OCCN1CCOCC1)O
Standard InCHI:	InChI=1S/C24H28N4O4/c1-27-22(8-9-25-27)21-17-19(26-24(29)18-4-3-5-20(16-18)30-2)6-7-23(21)32-15-12-28-10-13-31-14-11-28/h3-9,16-17H,10-15H2,1-2H3,(H,26,29)
Standard InCHIKey:	ZEOQUKRCASTCFR-UHFFFAOYSA-N
Max Developmental Stage:	Phase 1
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD5945

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	377
0.1-0.2	2154
0.2-0.3	10262
0.3-0.4	3138
0.4-0.5	11033
0.5-0.6	3020
0.6-0.7	811
0.7-0.8	93
0.8-0.85	2
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	0.8283	NPC194967
Intermediate Similarity	0.801	NPC472193
Intermediate Similarity	0.7556	NPC180504
Intermediate Similarity	0.7536	NPC118832
Intermediate Similarity	0.7536	NPC329708
Intermediate Similarity	0.7536	NPC47059
Intermediate Similarity	0.7536	NPC274291
Intermediate Similarity	0.7536	NPC264166
Intermediate Similarity	0.7536	NPC165349
Intermediate Similarity	0.7488	NPC475774
Intermediate Similarity	0.7454	NPC112206
Intermediate Similarity	0.7454	NPC202605
Intermediate Similarity	0.7449	NPC477888
Intermediate Similarity	0.7371	NPC476581
Intermediate Similarity	0.7371	NPC36229
Intermediate Similarity	0.7371	NPC16452
Intermediate Similarity	0.7336	NPC472111
Intermediate Similarity	0.7317	NPC66083
Intermediate Similarity	0.7308	NPC307963
Intermediate Similarity	0.7294	NPC53069
Intermediate Similarity	0.7294	NPC202768
Intermediate Similarity	0.7294	NPC296482
Intermediate Similarity	0.7285	NPC173080
Intermediate Similarity	0.726	NPC266931
Intermediate Similarity	0.726	NPC478074
Intermediate Similarity	0.7248	NPC208284
Intermediate Similarity	0.7238	NPC251090
Intermediate Similarity	0.723	NPC31930
Intermediate Similarity	0.7212	NPC92111
Intermediate Similarity	0.7207	NPC473822
Intermediate Similarity	0.7204	NPC267928
Intermediate Similarity	0.7183	NPC315957
Intermediate Similarity	0.7177	NPC133140
Intermediate Similarity	0.7177	NPC195268
Intermediate Similarity	0.7163	NPC76748
Intermediate Similarity	0.7156	NPC469589
Intermediate Similarity	0.7149	NPC476997
Intermediate Similarity	0.7137	NPC214980
Intermediate Similarity	0.7136	NPC96405
Intermediate Similarity	0.7136	NPC287437
Intermediate Similarity	0.7136	NPC26679
Intermediate Similarity	0.7136	NPC476578
Intermediate Similarity	0.7136	NPC171409
Intermediate Similarity	0.7136	NPC48353
Intermediate Similarity	0.7136	NPC4071
Intermediate Similarity	0.7136	NPC476582
Intermediate Similarity	0.7123	NPC5145
Intermediate Similarity	0.7118	NPC476996
Intermediate Similarity	0.7118	NPC476998
Intermediate Similarity	0.7117	NPC8022
Intermediate Similarity	0.7117	NPC470799
Intermediate Similarity	0.7115	NPC296527
Intermediate Similarity	0.711	NPC82548
Intermediate Similarity	0.7107	NPC177404
Intermediate Similarity	0.7104	NPC162530
Intermediate Similarity	0.7103	NPC176538
Intermediate Similarity	0.7094	NPC283152
Intermediate Similarity	0.7087	NPC201508
Intermediate Similarity	0.7085	NPC473513
Intermediate Similarity	0.7081	NPC471593
Intermediate Similarity	0.708	NPC118121
Intermediate Similarity	0.7074	NPC476994
Intermediate Similarity	0.7073	NPC219963
Intermediate Similarity	0.7064	NPC193777
Intermediate Similarity	0.7064	NPC313189
Intermediate Similarity	0.7054	NPC23614
Intermediate Similarity	0.7054	NPC100079
Intermediate Similarity	0.7053	NPC42591
Intermediate Similarity	0.7051	NPC475070
Intermediate Similarity	0.7051	NPC285558
Intermediate Similarity	0.7045	NPC11464
Intermediate Similarity	0.7045	NPC290689
Intermediate Similarity	0.704	NPC288349
Intermediate Similarity	0.7035	NPC310118
Intermediate Similarity	0.7032	NPC477111
Intermediate Similarity	0.7032	NPC470931
Intermediate Similarity	0.7032	NPC287208
Intermediate Similarity	0.7032	NPC476465
Intermediate Similarity	0.7031	NPC110151
Intermediate Similarity	0.7026	NPC255800
Intermediate Similarity	0.7026	NPC96584
Intermediate Similarity	0.7023	NPC19872
Intermediate Similarity	0.7023	NPC477019
Intermediate Similarity	0.7022	NPC213530
Intermediate Similarity	0.7022	NPC193267
Intermediate Similarity	0.7018	NPC323345
Intermediate Similarity	0.7018	NPC470164
Intermediate Similarity	0.7014	NPC99666
Intermediate Similarity	0.7005	NPC162484
Intermediate Similarity	0.7005	NPC476138
Intermediate Similarity	0.7005	NPC245816
Intermediate Similarity	0.7005	NPC223427
Intermediate Similarity	0.7	NPC185782
Intermediate Similarity	0.7	NPC174672
Intermediate Similarity	0.7	NPC252251
Remote Similarity	0.6996	NPC235076
Remote Similarity	0.6991	NPC132642
Remote Similarity	0.6991	NPC174049
Remote Similarity	0.699	NPC161887
Remote Similarity	0.699	NPC266551
Remote Similarity	0.6987	NPC161801
Remote Similarity	0.6983	NPC469554
Remote Similarity	0.6982	NPC316981
Remote Similarity	0.6981	NPC279401
Remote Similarity	0.6981	NPC79293
Remote Similarity	0.6964	NPC477110
Remote Similarity	0.6963	NPC224928
Remote Similarity	0.6957	NPC473185
Remote Similarity	0.6954	NPC26850
Remote Similarity	0.6951	NPC476287
Remote Similarity	0.6951	NPC469592
Remote Similarity	0.6951	NPC471080
Remote Similarity	0.695	NPC471178
Remote Similarity	0.6947	NPC46451
Remote Similarity	0.6944	NPC329793
Remote Similarity	0.6944	NPC234197
Remote Similarity	0.6944	NPC121772
Remote Similarity	0.6941	NPC304183
Remote Similarity	0.6941	NPC475841
Remote Similarity	0.6941	NPC474145
Remote Similarity	0.6941	NPC476106
Remote Similarity	0.694	NPC477531
Remote Similarity	0.6938	NPC171171
Remote Similarity	0.6926	NPC314954
Remote Similarity	0.6923	NPC201697
Remote Similarity	0.691	NPC101543
Remote Similarity	0.6909	NPC135549
Remote Similarity	0.6906	NPC251160
Remote Similarity	0.6906	NPC472098
Remote Similarity	0.6903	NPC204446
Remote Similarity	0.6903	NPC469594
Remote Similarity	0.69	NPC322482
Remote Similarity	0.6897	NPC209174
Remote Similarity	0.6894	NPC295228
Remote Similarity	0.689	NPC314002
Remote Similarity	0.6889	NPC170114
Remote Similarity	0.6884	NPC77555
Remote Similarity	0.6881	NPC475085
Remote Similarity	0.6881	NPC475112
Remote Similarity	0.6881	NPC470678
Remote Similarity	0.6881	NPC291535
Remote Similarity	0.6878	NPC288943
Remote Similarity	0.6878	NPC475910
Remote Similarity	0.6875	NPC271215
Remote Similarity	0.6875	NPC149471
Remote Similarity	0.6872	NPC17565
Remote Similarity	0.6864	NPC477113
Remote Similarity	0.6864	NPC476995
Remote Similarity	0.6857	NPC204385
Remote Similarity	0.6856	NPC122463
Remote Similarity	0.6854	NPC114335
Remote Similarity	0.6854	NPC141915
Remote Similarity	0.6854	NPC280964
Remote Similarity	0.685	NPC471177
Remote Similarity	0.685	NPC124542
Remote Similarity	0.685	NPC59779
Remote Similarity	0.6847	NPC174758
Remote Similarity	0.6844	NPC470549
Remote Similarity	0.6842	NPC128115
Remote Similarity	0.6842	NPC204717
Remote Similarity	0.684	NPC103687
Remote Similarity	0.684	NPC132631
Remote Similarity	0.6837	NPC13880
Remote Similarity	0.6837	NPC473053
Remote Similarity	0.6835	NPC232727
Remote Similarity	0.6833	NPC472434
Remote Similarity	0.6833	NPC193238
Remote Similarity	0.6829	NPC312872
Remote Similarity	0.6826	NPC65277
Remote Similarity	0.6822	NPC289786
Remote Similarity	0.6822	NPC226202
Remote Similarity	0.6822	NPC329541
Remote Similarity	0.682	NPC128823
Remote Similarity	0.6818	NPC164374
Remote Similarity	0.6818	NPC137929
Remote Similarity	0.6818	NPC477889
Remote Similarity	0.6816	NPC123976
Remote Similarity	0.6816	NPC118511
Remote Similarity	0.6816	NPC471304
Remote Similarity	0.6816	NPC167860
Remote Similarity	0.6816	NPC188420
Remote Similarity	0.6809	NPC141053
Remote Similarity	0.6808	NPC469390
Remote Similarity	0.6806	NPC243834
Remote Similarity	0.6806	NPC70956
Remote Similarity	0.6804	NPC211813
Remote Similarity	0.6802	NPC26872
Remote Similarity	0.68	NPC74562
Remote Similarity	0.68	NPC151781
Remote Similarity	0.68	NPC316181
Remote Similarity	0.6795	NPC476999
Remote Similarity	0.6795	NPC475253
Remote Similarity	0.6794	NPC220765
Remote Similarity	0.6794	NPC176127
Remote Similarity	0.6792	NPC110741
Remote Similarity	0.6791	NPC131017
Remote Similarity	0.6789	NPC249040
Remote Similarity	0.6789	NPC11017
Remote Similarity	0.6789	NPC329747
Remote Similarity	0.6783	NPC280272

Drug Structure

NPD5945 OpenBabel08211708292D 33 36 0 0 0 0 0 0 0 0999 V2000 0.7431 0.6691 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4347 3.5055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1667 0.5055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3007 0.0055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.1667 1.5055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7026 -2.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8366 -2.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8090 -1.4013 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4781 -0.6581 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4935 -1.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3596 -2.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6275 -2.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3596 -0.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.2256 -2.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7615 -2.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4347 1.5055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.8366 -0.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.4347 0.5055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.7026 -1.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.3007 2.0055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9706 -1.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1045 -0.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9706 -2.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.5686 0.0055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9781 0.2079 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.5686 -0.9945 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.4935 -2.4945 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.7026 0.5055 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.3007 3.0055 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.2256 -1.4945 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.1045 -2.9945 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.7026 1.5055 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 27 1 0 0 0 0 2 30 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 18 1 0 0 0 0 5 20 2 0 0 0 0 6 7 2 0 0 0 0 6 19 1 0 0 0 0 7 23 1 0 0 0 0 8 9 1 0 0 0 0 8 22 2 0 0 0 0 9 25 2 0 0 0 0 10 13 1 0 0 0 0 10 28 1 0 0 0 0 11 14 1 0 0 0 0 11 28 1 0 0 0 0 12 15 1 0 0 0 0 12 28 1 0 0 0 0 13 31 1 0 0 0 0 14 31 1 0 0 0 0 15 32 1 0 0 0 0 16 18 2 0 0 0 0 16 20 1 0 0 0 0 17 19 2 0 0 0 0 17 21 1 0 0 0 0 18 24 1 0 0 0 0 19 26 1 0 0 0 0 20 30 1 0 0 0 0 21 22 1 0 0 0 0 21 23 2 0 0 0 0 22 27 1 0 0 0 0 23 32 1 0 0 0 0 24 26 2 3 0 0 0 24 29 1 0 0 0 0 25 27 1 0 0 0 0 29 33 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB015327
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	436.21
ALogP	-0.2433
MLogP	3.22
XLogP	3.057
HDA	6
HBD	1
Rotatable Bonds	11
TPSA	81.34
RO5 Violation	0