NPASS drugs

Drug Information

Drug ID:	NPD5555
Drug Name:	Fk453
Molecular Formula:	C23H25N3O2
Canonical SMILES:	OCC[C@H]1CCCCN1C(=O)/C=C/c1c(nn2c1cccc2)c1ccccc1
Standard InCHI:	InChI=1S/C23H25N3O2/c27-17-14-19-10-4-6-15-25(19)22(28)13-12-20-21-11-5-7-16-26(21)24-23(20)18-8-2-1-3-9-18/h1-3,5,7-9,11-13,16,19,27H,4,6,10,14-15,17H2/b13-12+/t19-/m1/s1
Standard InCHIKey:	OPLOPFHUHFGKMJ-JXOMPUQVSA-N
Max Developmental Stage:	Phase 1
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD5555

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	269
0.1-0.2	1988
0.2-0.3	10756
0.3-0.4	12969
0.4-0.5	2160
0.5-0.6	1563
0.6-0.7	1035
0.7-0.8	150
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	0.7901	NPC24864
Intermediate Similarity	0.7784	NPC478182
Intermediate Similarity	0.7714	NPC293487
Intermediate Similarity	0.7598	NPC478183
Intermediate Similarity	0.7584	NPC478184
Intermediate Similarity	0.7557	NPC469762
Intermediate Similarity	0.7554	NPC248462
Intermediate Similarity	0.7528	NPC478185
Intermediate Similarity	0.7514	NPC32534
Intermediate Similarity	0.75	NPC469785
Intermediate Similarity	0.7486	NPC471579
Intermediate Similarity	0.7471	NPC40070
Intermediate Similarity	0.7458	NPC129721
Intermediate Similarity	0.7446	NPC150048
Intermediate Similarity	0.7446	NPC203754
Intermediate Similarity	0.7435	NPC117244
Intermediate Similarity	0.7435	NPC473763
Intermediate Similarity	0.7419	NPC15840
Intermediate Similarity	0.7411	NPC328596
Intermediate Similarity	0.7411	NPC328318
Intermediate Similarity	0.7407	NPC94752
Intermediate Similarity	0.7405	NPC326575
Intermediate Similarity	0.7403	NPC56233
Intermediate Similarity	0.7391	NPC469938
Intermediate Similarity	0.7389	NPC476446
Intermediate Similarity	0.7389	NPC78375
Intermediate Similarity	0.7389	NPC469813
Intermediate Similarity	0.7385	NPC212213
Intermediate Similarity	0.738	NPC233936
Intermediate Similarity	0.7366	NPC12649
Intermediate Similarity	0.7363	NPC63751
Intermediate Similarity	0.7351	NPC472122
Intermediate Similarity	0.7351	NPC24594
Intermediate Similarity	0.7322	NPC91895
Intermediate Similarity	0.7312	NPC157583
Intermediate Similarity	0.7312	NPC64436
Intermediate Similarity	0.7308	NPC54988
Intermediate Similarity	0.7302	NPC470003
Intermediate Similarity	0.7296	NPC239954
Intermediate Similarity	0.7293	NPC311276
Intermediate Similarity	0.7288	NPC73952
Intermediate Similarity	0.7288	NPC469765
Intermediate Similarity	0.7288	NPC469760
Intermediate Similarity	0.7288	NPC25008
Intermediate Similarity	0.7288	NPC259644
Intermediate Similarity	0.7288	NPC469763
Intermediate Similarity	0.7288	NPC469786
Intermediate Similarity	0.7287	NPC113626
Intermediate Similarity	0.7273	NPC133261
Intermediate Similarity	0.7273	NPC300183
Intermediate Similarity	0.7268	NPC198673
Intermediate Similarity	0.7268	NPC317430
Intermediate Similarity	0.7247	NPC211572
Intermediate Similarity	0.7247	NPC70922
Intermediate Similarity	0.7247	NPC212376
Intermediate Similarity	0.7247	NPC80597
Intermediate Similarity	0.7247	NPC75540
Intermediate Similarity	0.7246	NPC256893
Intermediate Similarity	0.7243	NPC472123
Intermediate Similarity	0.7241	NPC86288
Intermediate Similarity	0.7234	NPC472105
Intermediate Similarity	0.7234	NPC187827
Intermediate Similarity	0.7232	NPC470233
Intermediate Similarity	0.7225	NPC474707
Intermediate Similarity	0.7219	NPC59269
Intermediate Similarity	0.7214	NPC317373
Intermediate Similarity	0.7213	NPC49954
Intermediate Similarity	0.7213	NPC474561
Intermediate Similarity	0.7213	NPC114637
Intermediate Similarity	0.7211	NPC228835
Intermediate Similarity	0.7209	NPC238499
Intermediate Similarity	0.7208	NPC473640
Intermediate Similarity	0.7208	NPC474916
Intermediate Similarity	0.7208	NPC168911
Intermediate Similarity	0.7202	NPC95783
Intermediate Similarity	0.72	NPC53144
Intermediate Similarity	0.72	NPC200836
Intermediate Similarity	0.7198	NPC40779
Intermediate Similarity	0.7188	NPC472323
Intermediate Similarity	0.7188	NPC204565
Intermediate Similarity	0.7182	NPC81229
Intermediate Similarity	0.7182	NPC279918
Intermediate Similarity	0.7182	NPC255229
Intermediate Similarity	0.7174	NPC201700
Intermediate Similarity	0.7164	NPC327592
Intermediate Similarity	0.7158	NPC472109
Intermediate Similarity	0.7158	NPC472110
Intermediate Similarity	0.7158	NPC48938
Intermediate Similarity	0.715	NPC471192
Intermediate Similarity	0.715	NPC213629
Intermediate Similarity	0.715	NPC173028
Intermediate Similarity	0.715	NPC211813
Intermediate Similarity	0.715	NPC65215
Intermediate Similarity	0.7143	NPC282231
Intermediate Similarity	0.7143	NPC59779
Intermediate Similarity	0.7143	NPC324611
Intermediate Similarity	0.7143	NPC471177
Intermediate Similarity	0.7143	NPC124542
Intermediate Similarity	0.7135	NPC251722
Intermediate Similarity	0.7135	NPC65408
Intermediate Similarity	0.7135	NPC314102
Intermediate Similarity	0.7128	NPC14325
Intermediate Similarity	0.7128	NPC68354
Intermediate Similarity	0.7128	NPC28848
Intermediate Similarity	0.7127	NPC230869
Intermediate Similarity	0.712	NPC165495
Intermediate Similarity	0.712	NPC258480
Intermediate Similarity	0.712	NPC160105
Intermediate Similarity	0.7112	NPC329688
Intermediate Similarity	0.7112	NPC275305
Intermediate Similarity	0.7112	NPC37423
Intermediate Similarity	0.7112	NPC189812
Intermediate Similarity	0.7108	NPC471313
Intermediate Similarity	0.7108	NPC471311
Intermediate Similarity	0.7104	NPC97367
Intermediate Similarity	0.7104	NPC102423
Intermediate Similarity	0.7104	NPC194640
Intermediate Similarity	0.7102	NPC478186
Intermediate Similarity	0.71	NPC475506
Intermediate Similarity	0.7098	NPC17059
Intermediate Similarity	0.7098	NPC317030
Intermediate Similarity	0.7095	NPC138842
Intermediate Similarity	0.709	NPC11126
Intermediate Similarity	0.7085	NPC100321
Intermediate Similarity	0.7083	NPC62510
Intermediate Similarity	0.7083	NPC280290
Intermediate Similarity	0.7068	NPC139291
Intermediate Similarity	0.7068	NPC472108
Intermediate Similarity	0.7065	NPC471178
Intermediate Similarity	0.7065	NPC155143
Intermediate Similarity	0.7062	NPC470111
Intermediate Similarity	0.7062	NPC255909
Intermediate Similarity	0.7059	NPC314603
Intermediate Similarity	0.7047	NPC478077
Intermediate Similarity	0.7047	NPC118084
Intermediate Similarity	0.7047	NPC66210
Intermediate Similarity	0.7045	NPC314372
Intermediate Similarity	0.7044	NPC238457
Intermediate Similarity	0.7039	NPC72956
Intermediate Similarity	0.7037	NPC237188
Intermediate Similarity	0.7037	NPC234987
Intermediate Similarity	0.7037	NPC151939
Intermediate Similarity	0.7035	NPC265576
Intermediate Similarity	0.701	NPC54420
Intermediate Similarity	0.7005	NPC75634
Intermediate Similarity	0.7005	NPC6865
Intermediate Similarity	0.7005	NPC474177
Intermediate Similarity	0.7005	NPC153980
Intermediate Similarity	0.7	NPC176199
Intermediate Similarity	0.7	NPC215795
Remote Similarity	0.6995	NPC131718
Remote Similarity	0.6995	NPC476817
Remote Similarity	0.6995	NPC15102
Remote Similarity	0.699	NPC85273
Remote Similarity	0.699	NPC129909
Remote Similarity	0.6986	NPC477549
Remote Similarity	0.6979	NPC159125
Remote Similarity	0.6979	NPC163055
Remote Similarity	0.6979	NPC472104
Remote Similarity	0.6977	NPC476491
Remote Similarity	0.6974	NPC175474
Remote Similarity	0.6974	NPC321708
Remote Similarity	0.6971	NPC317752
Remote Similarity	0.6971	NPC277157
Remote Similarity	0.697	NPC133366
Remote Similarity	0.6968	NPC313791
Remote Similarity	0.6965	NPC470497
Remote Similarity	0.6963	NPC300688
Remote Similarity	0.6959	NPC62749
Remote Similarity	0.6957	NPC194881
Remote Similarity	0.6952	NPC116961
Remote Similarity	0.6952	NPC194411
Remote Similarity	0.695	NPC470499
Remote Similarity	0.6949	NPC470440
Remote Similarity	0.6943	NPC472119
Remote Similarity	0.6942	NPC162860
Remote Similarity	0.694	NPC135141
Remote Similarity	0.694	NPC92796
Remote Similarity	0.6936	NPC150259
Remote Similarity	0.6932	NPC20144
Remote Similarity	0.6932	NPC190296
Remote Similarity	0.6931	NPC110500
Remote Similarity	0.6931	NPC149155
Remote Similarity	0.6931	NPC203468
Remote Similarity	0.6927	NPC71037
Remote Similarity	0.6923	NPC471193
Remote Similarity	0.6923	NPC51054
Remote Similarity	0.6923	NPC318299
Remote Similarity	0.6923	NPC471194
Remote Similarity	0.6919	NPC281049
Remote Similarity	0.6915	NPC293917
Remote Similarity	0.6915	NPC158129
Remote Similarity	0.6915	NPC192674
Remote Similarity	0.6915	NPC81535
Remote Similarity	0.6911	NPC213468
Remote Similarity	0.6907	NPC99939
Remote Similarity	0.6907	NPC308931
Remote Similarity	0.6907	NPC79062
Remote Similarity	0.6907	NPC472107
Remote Similarity	0.6906	NPC281094

Drug Structure

NPD5555 OpenBabel08211708292D 29 32 0 0 1 0 0 0 0 0999 V2000 -1.8364 4.1808 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8364 4.1808 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3364 3.3147 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.6218 3.2918 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.9527 2.5486 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 -0.3364 3.3147 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8364 2.4487 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3128 4.2428 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.3272 2.2213 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0182 3.1723 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.0256 5.4018 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9745 2.7565 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 3.6947 6.1449 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8364 2.4487 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.3346 4.4507 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.6581 1.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6874 3.9155 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3364 1.5827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7431 0.6691 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.6655 3.7076 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 4.6729 5.9370 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.3783 4.8666 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.9819 4.9860 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 3 1 0 0 0 0 2 8 1 0 0 0 0 3 9 2 0 0 0 0 4 6 1 0 0 0 0 4 10 1 0 0 0 0 5 7 1 0 0 0 0 5 11 2 0 0 0 0 6 15 1 0 0 0 0 7 16 2 0 0 0 0 8 18 2 0 0 0 0 9 18 1 0 0 0 0 10 19 1 0 0 0 0 11 21 1 0 0 0 0 12 13 2 0 0 0 0 12 20 1 0 0 0 0 13 22 1 0 0 0 0 14 17 1 0 0 0 0 15 25 1 0 0 0 0 16 26 1 0 0 0 0 17 27 1 0 0 0 0 18 23 1 0 0 0 0 19 14 1 1 0 0 0 19 25 1 0 0 0 0 20 21 2 0 0 0 0 20 23 1 0 0 0 0 21 26 1 0 0 0 0 22 25 1 0 0 0 0 22 28 2 0 0 0 0 23 24 2 0 0 0 0 24 26 1 0 0 0 0 27 29 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC004618
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	6439091
ChEBI
CAS Number

Drug Properties

Molecular Weight	375.19
ALogP	-1.9
MLogP	3.44
XLogP	4.903
HDA	5
HBD	1
Rotatable Bonds	7
TPSA	57.84
RO5 Violation	0