NPASS drugs

Drug Information

Drug ID:	NPD6643
Drug Name:	E-5324
Molecular Formula:	C26H34N4O2
Canonical SMILES:	CCCCN=C(Nc1c(OCCCn2cnc(c2CC)c2ccccc2)cccc1C)O
Standard InCHI:	InChI=1S/C26H34N4O2/c1-4-6-16-27-26(31)29-24-20(3)12-10-15-23(24)32-18-11-17-30-19-28-25(22(30)5-2)21-13-8-7-9-14-21/h7-10,12-15,19H,4-6,11,16-18H2,1-3H3,(H2,27,29,31)
Standard InCHIKey:	NQZTZGNLFLQHKG-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6643

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	412
0.1-0.2	3006
0.2-0.3	9743
0.3-0.4	7516
0.4-0.5	7113
0.5-0.6	2252
0.6-0.7	775
0.7-0.8	73
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	0.7793	NPC26679
Intermediate Similarity	0.7743	NPC30540
Intermediate Similarity	0.7713	NPC160666
Intermediate Similarity	0.7667	NPC476138
Intermediate Similarity	0.7667	NPC245816
Intermediate Similarity	0.7667	NPC475774
Intermediate Similarity	0.7653	NPC185782
Intermediate Similarity	0.7604	NPC8022
Intermediate Similarity	0.7604	NPC470799
Intermediate Similarity	0.7593	NPC476287
Intermediate Similarity	0.7581	NPC242923
Intermediate Similarity	0.758	NPC308906
Intermediate Similarity	0.7521	NPC472067
Intermediate Similarity	0.7521	NPC472066
Intermediate Similarity	0.7521	NPC472031
Intermediate Similarity	0.7511	NPC472068
Intermediate Similarity	0.7441	NPC19872
Intermediate Similarity	0.7382	NPC477805
Intermediate Similarity	0.7382	NPC477806
Intermediate Similarity	0.7382	NPC477795
Intermediate Similarity	0.7382	NPC477796
Intermediate Similarity	0.7381	NPC267928
Intermediate Similarity	0.7368	NPC280638
Intermediate Similarity	0.7368	NPC469554
Intermediate Similarity	0.7357	NPC115595
Intermediate Similarity	0.7345	NPC187145
Intermediate Similarity	0.7342	NPC56271
Intermediate Similarity	0.7342	NPC250178
Intermediate Similarity	0.7293	NPC101543
Intermediate Similarity	0.7277	NPC176538
Intermediate Similarity	0.7255	NPC474798
Intermediate Similarity	0.7238	NPC475190
Intermediate Similarity	0.7238	NPC307963
Intermediate Similarity	0.7232	NPC132642
Intermediate Similarity	0.7227	NPC94157
Intermediate Similarity	0.7202	NPC476465
Intermediate Similarity	0.7202	NPC287208
Intermediate Similarity	0.7163	NPC232727
Intermediate Similarity	0.7162	NPC314954
Intermediate Similarity	0.715	NPC128823
Intermediate Similarity	0.715	NPC476167
Intermediate Similarity	0.7149	NPC471603
Intermediate Similarity	0.7143	NPC92111
Intermediate Similarity	0.7143	NPC470930
Intermediate Similarity	0.7129	NPC230805
Intermediate Similarity	0.7129	NPC242928
Intermediate Similarity	0.7111	NPC292958
Intermediate Similarity	0.711	NPC472111
Intermediate Similarity	0.7103	NPC192315
Intermediate Similarity	0.71	NPC475253
Intermediate Similarity	0.7097	NPC223427
Intermediate Similarity	0.7095	NPC76748
Intermediate Similarity	0.7089	NPC251090
Intermediate Similarity	0.7085	NPC118511
Intermediate Similarity	0.7059	NPC123976
Intermediate Similarity	0.7059	NPC5145
Intermediate Similarity	0.7059	NPC167860
Intermediate Similarity	0.7048	NPC296527
Intermediate Similarity	0.7046	NPC39092
Intermediate Similarity	0.7046	NPC171393
Intermediate Similarity	0.7046	NPC295452
Intermediate Similarity	0.7045	NPC82548
Intermediate Similarity	0.7043	NPC473185
Intermediate Similarity	0.7043	NPC257851
Intermediate Similarity	0.7037	NPC315957
Intermediate Similarity	0.7035	NPC193267
Intermediate Similarity	0.7035	NPC213530
Intermediate Similarity	0.7034	NPC471614
Intermediate Similarity	0.7019	NPC284678
Intermediate Similarity	0.7014	NPC469589
Intermediate Similarity	0.7014	NPC209769
Intermediate Similarity	0.7012	NPC26543
Intermediate Similarity	0.7005	NPC118776
Remote Similarity	0.6991	NPC18487
Remote Similarity	0.6987	NPC130570
Remote Similarity	0.6986	NPC470500
Remote Similarity	0.6978	NPC288349
Remote Similarity	0.6974	NPC310118
Remote Similarity	0.6974	NPC17305
Remote Similarity	0.6967	NPC110741
Remote Similarity	0.6966	NPC329631
Remote Similarity	0.6964	NPC266931
Remote Similarity	0.6957	NPC35761
Remote Similarity	0.6947	NPC12100
Remote Similarity	0.6944	NPC239954
Remote Similarity	0.6937	NPC174758
Remote Similarity	0.6927	NPC470586
Remote Similarity	0.6916	NPC467439
Remote Similarity	0.6916	NPC84853
Remote Similarity	0.6916	NPC198673
Remote Similarity	0.6909	NPC47059
Remote Similarity	0.6909	NPC165349
Remote Similarity	0.6909	NPC329708
Remote Similarity	0.6909	NPC118832
Remote Similarity	0.6909	NPC274291
Remote Similarity	0.6909	NPC475070
Remote Similarity	0.6909	NPC285558
Remote Similarity	0.6909	NPC264166
Remote Similarity	0.6907	NPC295228
Remote Similarity	0.6906	NPC113369
Remote Similarity	0.6906	NPC11464
Remote Similarity	0.6905	NPC42591
Remote Similarity	0.6897	NPC110151
Remote Similarity	0.689	NPC176127
Remote Similarity	0.6889	NPC469592
Remote Similarity	0.6889	NPC471080
Remote Similarity	0.6887	NPC472289
Remote Similarity	0.6886	NPC136924
Remote Similarity	0.6883	NPC125597
Remote Similarity	0.6881	NPC121772
Remote Similarity	0.6867	NPC237978
Remote Similarity	0.6866	NPC168911
Remote Similarity	0.6863	NPC164664
Remote Similarity	0.6862	NPC148889
Remote Similarity	0.6861	NPC174672
Remote Similarity	0.6853	NPC132631
Remote Similarity	0.6853	NPC103687
Remote Similarity	0.6842	NPC161887
Remote Similarity	0.6842	NPC144114
Remote Similarity	0.6835	NPC187558
Remote Similarity	0.683	NPC199667
Remote Similarity	0.6826	NPC60621
Remote Similarity	0.6822	NPC141053
Remote Similarity	0.6812	NPC473179
Remote Similarity	0.6807	NPC473183
Remote Similarity	0.68	NPC26850
Remote Similarity	0.68	NPC208284
Remote Similarity	0.6797	NPC46970
Remote Similarity	0.6793	NPC473184
Remote Similarity	0.6791	NPC99666
Remote Similarity	0.6791	NPC324149
Remote Similarity	0.679	NPC471891
Remote Similarity	0.6789	NPC72211
Remote Similarity	0.6787	NPC162484
Remote Similarity	0.6786	NPC473181
Remote Similarity	0.6783	NPC472099
Remote Similarity	0.6782	NPC177404
Remote Similarity	0.678	NPC473186
Remote Similarity	0.6779	NPC283152
Remote Similarity	0.6777	NPC84478
Remote Similarity	0.6777	NPC472434
Remote Similarity	0.677	NPC473180
Remote Similarity	0.677	NPC472098
Remote Similarity	0.6769	NPC469594
Remote Similarity	0.6763	NPC312872
Remote Similarity	0.6762	NPC219963
Remote Similarity	0.6762	NPC477891
Remote Similarity	0.6761	NPC254762
Remote Similarity	0.6754	NPC274982
Remote Similarity	0.6754	NPC170114
Remote Similarity	0.6753	NPC473317
Remote Similarity	0.6751	NPC180504
Remote Similarity	0.6747	NPC478006
Remote Similarity	0.6743	NPC243834
Remote Similarity	0.6743	NPC70956
Remote Similarity	0.6742	NPC291535
Remote Similarity	0.6742	NPC475085
Remote Similarity	0.6742	NPC475112
Remote Similarity	0.6741	NPC475910
Remote Similarity	0.674	NPC162530
Remote Similarity	0.6734	NPC26872
Remote Similarity	0.6734	NPC53534
Remote Similarity	0.673	NPC48938
Remote Similarity	0.6727	NPC329747
Remote Similarity	0.6727	NPC329793
Remote Similarity	0.6726	NPC476106
Remote Similarity	0.6724	NPC280272
Remote Similarity	0.6723	NPC39370
Remote Similarity	0.6721	NPC314882
Remote Similarity	0.6715	NPC208060
Remote Similarity	0.6714	NPC204385
Remote Similarity	0.6714	NPC171171
Remote Similarity	0.6712	NPC212213
Remote Similarity	0.6711	NPC470549
Remote Similarity	0.671	NPC477533
Remote Similarity	0.6709	NPC319232
Remote Similarity	0.6709	NPC24370
Remote Similarity	0.6699	NPC314940
Remote Similarity	0.6699	NPC473764
Remote Similarity	0.6699	NPC211997
Remote Similarity	0.6697	NPC13880
Remote Similarity	0.6697	NPC70259
Remote Similarity	0.6696	NPC303658
Remote Similarity	0.6696	NPC316981
Remote Similarity	0.6683	NPC317054
Remote Similarity	0.6683	NPC469975
Remote Similarity	0.6682	NPC266551
Remote Similarity	0.6681	NPC219664
Remote Similarity	0.6681	NPC157931
Remote Similarity	0.668	NPC150447
Remote Similarity	0.6667	NPC476451
Remote Similarity	0.6667	NPC314002
Remote Similarity	0.6667	NPC105758
Remote Similarity	0.6667	NPC252590
Remote Similarity	0.6667	NPC260434
Remote Similarity	0.6667	NPC476688
Remote Similarity	0.6667	NPC476686
Remote Similarity	0.6667	NPC316756
Remote Similarity	0.6667	NPC478074
Remote Similarity	0.6667	NPC121658

Drug Structure

NPD6643 OpenBabel08211710072D 34 36 0 0 0 0 0 0 0 0999 V2000 -3.3147 2.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.0134 -2.3054 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.9128 -4.1636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1808 1.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.2213 -1.3272 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1808 0.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.7202 -3.6067 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2743 -3.5021 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3080 -2.7976 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3147 -3.6636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3147 0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1808 -4.1636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6810 -2.5886 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9013 -1.8841 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3147 -2.6636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0468 0.3364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4487 0.8364 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3147 -0.6636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6691 0.7431 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0468 -3.6636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0933 -1.7796 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 -4.1808 -2.1636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0468 -2.6636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 -0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.9128 -1.1636 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0468 -0.6636 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 -5.9128 -2.1636 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.5827 0.3364 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.7788 -0.6636 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.1808 -1.1636 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.7788 -2.6636 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.7788 0.3364 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 4 1 0 0 0 0 2 5 1 0 0 0 0 3 20 1 0 0 0 0 4 6 1 0 0 0 0 5 22 1 0 0 0 0 6 16 1 0 0 0 0 7 8 2 0 0 0 0 7 9 1 0 0 0 0 8 13 1 0 0 0 0 9 14 2 0 0 0 0 10 12 2 0 0 0 0 10 15 1 0 0 0 0 11 17 1 0 0 0 0 11 18 1 0 0 0 0 12 20 1 0 0 0 0 13 21 2 0 0 0 0 14 21 1 0 0 0 0 15 23 2 0 0 0 0 16 27 1 0 0 0 0 17 30 1 0 0 0 0 18 32 1 0 0 0 0 19 28 2 0 0 0 0 19 30 1 0 0 0 0 20 24 2 0 0 0 0 21 25 1 0 0 0 0 22 25 2 0 0 0 0 22 30 1 0 0 0 0 23 24 1 0 0 0 0 23 32 1 0 0 0 0 24 29 1 0 0 0 0 25 28 1 0 0 0 0 26 27 2 3 0 0 0 26 29 1 0 0 0 0 26 31 1 0 0 0 0 29 33 1 0 0 0 0 31 34 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB014877
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	434.27
ALogP	-0.8122
MLogP	3.66
XLogP	7.495
HDA	5
HBD	2
Rotatable Bonds	16
TPSA	71.67
RO5 Violation	2