NPASS drugs

Drug Information

Drug ID:	NPD6856
Drug Name:	E-4080
Molecular Formula:	C27H34N4O3
Canonical SMILES:	COc1cc(CCN(CCCN=C(C/C=C/c2ccc(cc2)n2cncc2)O)C)cc(c1)OC
Standard InCHI:	InChI=1S/C27H34N4O3/c1-30(16-12-23-18-25(33-2)20-26(19-23)34-3)15-5-13-29-27(32)7-4-6-22-8-10-24(11-9-22)31-17-14-28-21-31/h4,6,8-11,14,17-21H,5,7,12-13,15-16H2,1-3H3,(H,29,32)/b6-4+
Standard InCHIKey:	QTTYQKNTVMKMMI-GQCTYLIASA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6856

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	452
0.1-0.2	2860
0.2-0.3	9913
0.3-0.4	4316
0.4-0.5	10124
0.5-0.6	2355
0.6-0.7	775
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	0.819	NPC242923
Intermediate Similarity	0.8093	NPC308906
Intermediate Similarity	0.7763	NPC30540
Intermediate Similarity	0.7706	NPC477805
Intermediate Similarity	0.7706	NPC477806
Intermediate Similarity	0.7706	NPC477795
Intermediate Similarity	0.7706	NPC477796
Intermediate Similarity	0.7682	NPC136924
Intermediate Similarity	0.7578	NPC46970
Intermediate Similarity	0.7523	NPC475774
Intermediate Similarity	0.7511	NPC35761
Intermediate Similarity	0.75	NPC160666
Intermediate Similarity	0.7432	NPC12100
Intermediate Similarity	0.7412	NPC237978
Intermediate Similarity	0.7409	NPC471603
Intermediate Similarity	0.7404	NPC472289
Intermediate Similarity	0.7393	NPC280638
Intermediate Similarity	0.7385	NPC82548
Intermediate Similarity	0.7383	NPC176538
Intermediate Similarity	0.7346	NPC307963
Intermediate Similarity	0.7324	NPC224928
Intermediate Similarity	0.7306	NPC476465
Intermediate Similarity	0.7294	NPC472111
Intermediate Similarity	0.7288	NPC39092
Intermediate Similarity	0.7257	NPC174049
Intermediate Similarity	0.7257	NPC54066
Intermediate Similarity	0.7252	NPC26679
Intermediate Similarity	0.7251	NPC92111
Intermediate Similarity	0.725	NPC472066
Intermediate Similarity	0.725	NPC472067
Intermediate Similarity	0.725	NPC472031
Intermediate Similarity	0.7237	NPC130570
Intermediate Similarity	0.7232	NPC470799
Intermediate Similarity	0.7232	NPC8022
Intermediate Similarity	0.7225	NPC17305
Intermediate Similarity	0.7225	NPC310118
Intermediate Similarity	0.7217	NPC187145
Intermediate Similarity	0.7209	NPC127085
Intermediate Similarity	0.7204	NPC76748
Intermediate Similarity	0.7202	NPC245816
Intermediate Similarity	0.7202	NPC476138
Intermediate Similarity	0.7196	NPC251090
Intermediate Similarity	0.7195	NPC174758
Intermediate Similarity	0.7195	NPC185782
Intermediate Similarity	0.7189	NPC232727
Intermediate Similarity	0.7174	NPC132631
Intermediate Similarity	0.7174	NPC103687
Intermediate Similarity	0.7169	NPC118832
Intermediate Similarity	0.7169	NPC329708
Intermediate Similarity	0.7169	NPC210256
Intermediate Similarity	0.7169	NPC165349
Intermediate Similarity	0.7169	NPC264166
Intermediate Similarity	0.7169	NPC274291
Intermediate Similarity	0.7169	NPC47059
Intermediate Similarity	0.7169	NPC475070
Intermediate Similarity	0.7167	NPC472068
Intermediate Similarity	0.7163	NPC267928
Intermediate Similarity	0.7162	NPC113369
Intermediate Similarity	0.7156	NPC296527
Intermediate Similarity	0.7143	NPC171393
Intermediate Similarity	0.7143	NPC295452
Intermediate Similarity	0.7143	NPC266931
Intermediate Similarity	0.7137	NPC213530
Intermediate Similarity	0.7137	NPC193267
Intermediate Similarity	0.7118	NPC122463
Intermediate Similarity	0.7117	NPC174672
Intermediate Similarity	0.7097	NPC476582
Intermediate Similarity	0.7097	NPC4071
Intermediate Similarity	0.7097	NPC476578
Intermediate Similarity	0.7094	NPC469554
Intermediate Similarity	0.7093	NPC473822
Intermediate Similarity	0.7085	NPC167860
Intermediate Similarity	0.7085	NPC123976
Intermediate Similarity	0.7076	NPC295228
Intermediate Similarity	0.7069	NPC110151
Intermediate Similarity	0.7064	NPC477019
Intermediate Similarity	0.7064	NPC315957
Intermediate Similarity	0.7061	NPC250178
Intermediate Similarity	0.7056	NPC133140
Intermediate Similarity	0.7056	NPC195268
Intermediate Similarity	0.7054	NPC208284
Intermediate Similarity	0.7051	NPC201508
Intermediate Similarity	0.7045	NPC223427
Intermediate Similarity	0.7027	NPC313189
Intermediate Similarity	0.7024	NPC14651
Intermediate Similarity	0.7024	NPC121658
Intermediate Similarity	0.7022	NPC112206
Intermediate Similarity	0.7022	NPC202605
Intermediate Similarity	0.7021	NPC101543
Intermediate Similarity	0.7017	NPC11408
Intermediate Similarity	0.7014	NPC16452
Intermediate Similarity	0.7014	NPC36229
Intermediate Similarity	0.7014	NPC476581
Intermediate Similarity	0.7004	NPC274982
Intermediate Similarity	0.7	NPC211813
Remote Similarity	0.6996	NPC287208
Remote Similarity	0.6992	NPC255800
Remote Similarity	0.6992	NPC96584
Remote Similarity	0.6986	NPC121772
Remote Similarity	0.6986	NPC19872
Remote Similarity	0.6977	NPC99666
Remote Similarity	0.6976	NPC476518
Remote Similarity	0.6966	NPC314954
Remote Similarity	0.6958	NPC217554
Remote Similarity	0.6958	NPC99891
Remote Similarity	0.6952	NPC219963
Remote Similarity	0.6952	NPC266551
Remote Similarity	0.6952	NPC161887
Remote Similarity	0.6947	NPC53069
Remote Similarity	0.6947	NPC296482
Remote Similarity	0.6947	NPC202768
Remote Similarity	0.6941	NPC287437
Remote Similarity	0.6937	NPC285558
Remote Similarity	0.6933	NPC5145
Remote Similarity	0.6926	NPC60621
Remote Similarity	0.6917	NPC471614
Remote Similarity	0.6916	NPC476287
Remote Similarity	0.6909	NPC234197
Remote Similarity	0.6901	NPC171171
Remote Similarity	0.6897	NPC177404
Remote Similarity	0.6889	NPC469589
Remote Similarity	0.688	NPC2497
Remote Similarity	0.6878	NPC31930
Remote Similarity	0.6875	NPC135549
Remote Similarity	0.6872	NPC284141
Remote Similarity	0.687	NPC467439
Remote Similarity	0.6866	NPC289786
Remote Similarity	0.6866	NPC226202
Remote Similarity	0.6864	NPC476167
Remote Similarity	0.6861	NPC470500
Remote Similarity	0.6858	NPC290689
Remote Similarity	0.6858	NPC11464
Remote Similarity	0.6854	NPC314002
Remote Similarity	0.6853	NPC473317
Remote Similarity	0.6849	NPC77555
Remote Similarity	0.6838	NPC125597
Remote Similarity	0.683	NPC474145
Remote Similarity	0.683	NPC470164
Remote Similarity	0.683	NPC476124
Remote Similarity	0.683	NPC475841
Remote Similarity	0.683	NPC476121
Remote Similarity	0.683	NPC323345
Remote Similarity	0.6829	NPC26543
Remote Similarity	0.6827	NPC111624
Remote Similarity	0.6826	NPC304926
Remote Similarity	0.6826	NPC476041
Remote Similarity	0.6822	NPC476997
Remote Similarity	0.682	NPC324149
Remote Similarity	0.6818	NPC192315
Remote Similarity	0.6818	NPC239954
Remote Similarity	0.6816	NPC53144
Remote Similarity	0.6812	NPC164664
Remote Similarity	0.681	NPC132642
Remote Similarity	0.6808	NPC62069
Remote Similarity	0.6808	NPC204717
Remote Similarity	0.6804	NPC473053
Remote Similarity	0.68	NPC193238
Remote Similarity	0.6798	NPC171409
Remote Similarity	0.6798	NPC316981
Remote Similarity	0.6798	NPC96405
Remote Similarity	0.6798	NPC94157
Remote Similarity	0.6794	NPC317054
Remote Similarity	0.6793	NPC476998
Remote Similarity	0.6793	NPC476996
Remote Similarity	0.6792	NPC144114
Remote Similarity	0.6789	NPC279401
Remote Similarity	0.6789	NPC198673
Remote Similarity	0.6789	NPC79293
Remote Similarity	0.6783	NPC170114
Remote Similarity	0.678	NPC323244
Remote Similarity	0.6778	NPC220852
Remote Similarity	0.6773	NPC243834
Remote Similarity	0.6773	NPC70956
Remote Similarity	0.6761	NPC220765
Remote Similarity	0.6761	NPC176127
Remote Similarity	0.6757	NPC329793
Remote Similarity	0.6751	NPC476994
Remote Similarity	0.6749	NPC81175
Remote Similarity	0.6748	NPC471178
Remote Similarity	0.6744	NPC61350
Remote Similarity	0.6742	NPC168911
Remote Similarity	0.6741	NPC200836
Remote Similarity	0.6739	NPC470549
Remote Similarity	0.673	NPC184964
Remote Similarity	0.673	NPC283152
Remote Similarity	0.6728	NPC134079
Remote Similarity	0.6727	NPC13880
Remote Similarity	0.6726	NPC54537
Remote Similarity	0.6725	NPC251160
Remote Similarity	0.6723	NPC115595
Remote Similarity	0.6714	NPC312872
Remote Similarity	0.6714	NPC477891
Remote Similarity	0.6712	NPC84853
Remote Similarity	0.6712	NPC128823
Remote Similarity	0.6711	NPC137929
Remote Similarity	0.6711	NPC164374
Remote Similarity	0.6709	NPC6215
Remote Similarity	0.6709	NPC107160
Remote Similarity	0.6708	NPC141053
Remote Similarity	0.6706	NPC74619

Drug Structure

NPD6856 OpenBabel08211710072D 35 37 0 0 0 0 0 0 0 0999 V2000 -5.1962 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.6603 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 1.5388 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -4.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -4.5000 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 -6.0622 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -1.0000 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 -0.0000 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 1.5388 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -5.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -4.0000 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 -1.7321 -7.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -8.6603 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -7.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 30 1 0 0 0 0 2 33 1 0 0 0 0 3 34 1 0 0 0 0 4 6 2 0 0 0 0 4 7 1 0 0 0 0 5 13 1 0 0 0 0 5 15 1 0 0 0 0 6 22 1 0 0 0 0 7 27 1 0 0 0 0 8 10 1 0 0 0 0 8 22 2 0 0 0 0 9 11 2 0 0 0 0 9 22 1 0 0 0 0 10 24 2 0 0 0 0 11 24 1 0 0 0 0 12 16 1 0 0 0 0 12 23 1 0 0 0 0 13 29 1 0 0 0 0 14 17 2 0 0 0 0 14 28 1 0 0 0 0 15 30 1 0 0 0 0 16 30 1 0 0 0 0 17 31 1 0 0 0 0 18 23 2 0 0 0 0 18 25 1 0 0 0 0 19 23 1 0 0 0 0 19 26 2 0 0 0 0 20 25 2 0 0 0 0 20 26 1 0 0 0 0 21 28 2 0 0 0 0 21 31 1 0 0 0 0 24 31 1 0 0 0 0 25 33 1 0 0 0 0 26 34 1 0 0 0 0 27 29 2 3 0 0 0 27 32 1 0 0 0 0 32 35 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB000826
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	462.26
ALogP	0.2243
MLogP	3.66
XLogP	5.032
HDA	5
HBD	1
Rotatable Bonds	17
TPSA	71.59
RO5 Violation	2