NPASS drugs

Drug Information

Drug ID:	NPD5505
Drug Name:	FK-352
Molecular Formula:	C23H23N3O3
Canonical SMILES:	OC(=O)C[C@H]1CCCCN1C(=O)/C=C/c1c(nn2c1cccc2)c1ccccc1
Standard InCHI:	InChI=1S/C23H23N3O3/c27-21(25-14-6-4-10-18(25)16-22(28)29)13-12-19-20-11-5-7-15-26(20)24-23(19)17-8-2-1-3-9-17/h1-3,5,7-9,11-13,15,18H,4,6,10,14,16H2,(H,28,29)/b13-12+/t18-/m1/s1
Standard InCHIKey:	UWTYIJJJSYDUQM-QFQMRYFISA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5505

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	283
0.1-0.2	1823
0.2-0.3	10373
0.3-0.4	13490
0.4-0.5	2062
0.5-0.6	1584
0.6-0.7	1131
0.7-0.8	144
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	0.7784	NPC248462
Intermediate Similarity	0.7784	NPC474916
Intermediate Similarity	0.7717	NPC469938
Intermediate Similarity	0.7637	NPC56233
Intermediate Similarity	0.7565	NPC473763
Intermediate Similarity	0.7565	NPC117244
Intermediate Similarity	0.754	NPC64436
Intermediate Similarity	0.754	NPC157583
Intermediate Similarity	0.7527	NPC478182
Intermediate Similarity	0.7461	NPC321708
Intermediate Similarity	0.746	NPC24864
Intermediate Similarity	0.7459	NPC293487
Intermediate Similarity	0.7448	NPC94752
Intermediate Similarity	0.7448	NPC62749
Intermediate Similarity	0.7435	NPC228835
Intermediate Similarity	0.7433	NPC203468
Intermediate Similarity	0.7433	NPC110500
Intermediate Similarity	0.7433	NPC149155
Intermediate Similarity	0.7418	NPC476491
Intermediate Similarity	0.7409	NPC472323
Intermediate Similarity	0.7407	NPC213468
Intermediate Similarity	0.7405	NPC78020
Intermediate Similarity	0.7394	NPC267885
Intermediate Similarity	0.7384	NPC65408
Intermediate Similarity	0.7368	NPC15840
Intermediate Similarity	0.7363	NPC328596
Intermediate Similarity	0.7363	NPC328318
Intermediate Similarity	0.7351	NPC114637
Intermediate Similarity	0.7351	NPC478183
Intermediate Similarity	0.734	NPC238457
Intermediate Similarity	0.7337	NPC478184
Intermediate Similarity	0.733	NPC72956
Intermediate Similarity	0.732	NPC17059
Intermediate Similarity	0.7316	NPC248041
Intermediate Similarity	0.7316	NPC283219
Intermediate Similarity	0.7316	NPC126709
Intermediate Similarity	0.7316	NPC11126
Intermediate Similarity	0.7295	NPC6865
Intermediate Similarity	0.7295	NPC153980
Intermediate Similarity	0.7283	NPC478185
Intermediate Similarity	0.7282	NPC255909
Intermediate Similarity	0.7277	NPC57398
Intermediate Similarity	0.7273	NPC32534
Intermediate Similarity	0.7268	NPC478077
Intermediate Similarity	0.7268	NPC235684
Intermediate Similarity	0.7263	NPC237188
Intermediate Similarity	0.7263	NPC145885
Intermediate Similarity	0.7263	NPC14113
Intermediate Similarity	0.7263	NPC84827
Intermediate Similarity	0.726	NPC317752
Intermediate Similarity	0.7255	NPC317373
Intermediate Similarity	0.7254	NPC472119
Intermediate Similarity	0.7254	NPC470003
Intermediate Similarity	0.7249	NPC471579
Intermediate Similarity	0.724	NPC113626
Intermediate Similarity	0.7231	NPC278434
Intermediate Similarity	0.7228	NPC471944
Intermediate Similarity	0.7228	NPC300183
Intermediate Similarity	0.7222	NPC40070
Intermediate Similarity	0.7214	NPC293917
Intermediate Similarity	0.7213	NPC129721
Intermediate Similarity	0.7212	NPC318299
Intermediate Similarity	0.7212	NPC471193
Intermediate Similarity	0.7212	NPC471194
Intermediate Similarity	0.7206	NPC327592
Intermediate Similarity	0.7202	NPC143533
Intermediate Similarity	0.7194	NPC175474
Intermediate Similarity	0.719	NPC471192
Intermediate Similarity	0.7189	NPC194881
Intermediate Similarity	0.7173	NPC14325
Intermediate Similarity	0.7173	NPC111275
Intermediate Similarity	0.7173	NPC28848
Intermediate Similarity	0.7165	NPC467063
Intermediate Similarity	0.7165	NPC477003
Intermediate Similarity	0.7165	NPC258480
Intermediate Similarity	0.715	NPC478158
Intermediate Similarity	0.715	NPC245916
Intermediate Similarity	0.7135	NPC55772
Intermediate Similarity	0.7129	NPC75634
Intermediate Similarity	0.7129	NPC81535
Intermediate Similarity	0.7128	NPC282103
Intermediate Similarity	0.7128	NPC308931
Intermediate Similarity	0.7128	NPC63751
Intermediate Similarity	0.7128	NPC99939
Intermediate Similarity	0.7123	NPC281049
Intermediate Similarity	0.7122	NPC473376
Intermediate Similarity	0.7121	NPC476460
Intermediate Similarity	0.7114	NPC227582
Intermediate Similarity	0.7107	NPC63199
Intermediate Similarity	0.7107	NPC196251
Intermediate Similarity	0.7107	NPC213629
Intermediate Similarity	0.7107	NPC111602
Intermediate Similarity	0.7107	NPC102338
Intermediate Similarity	0.7105	NPC477976
Intermediate Similarity	0.7105	NPC161861
Intermediate Similarity	0.71	NPC157828
Intermediate Similarity	0.71	NPC195239
Intermediate Similarity	0.7095	NPC234078
Intermediate Similarity	0.7095	NPC221100
Intermediate Similarity	0.7092	NPC118084
Intermediate Similarity	0.7092	NPC17273
Intermediate Similarity	0.7092	NPC141612
Intermediate Similarity	0.7092	NPC66210
Intermediate Similarity	0.7092	NPC135601
Intermediate Similarity	0.709	NPC91895
Intermediate Similarity	0.7083	NPC234987
Intermediate Similarity	0.7079	NPC52557
Intermediate Similarity	0.7079	NPC212213
Intermediate Similarity	0.7079	NPC131887
Intermediate Similarity	0.7077	NPC207851
Intermediate Similarity	0.7074	NPC41717
Intermediate Similarity	0.7068	NPC469529
Intermediate Similarity	0.7065	NPC472116
Intermediate Similarity	0.7065	NPC11445
Intermediate Similarity	0.7062	NPC478157
Intermediate Similarity	0.7049	NPC469760
Intermediate Similarity	0.7049	NPC469763
Intermediate Similarity	0.7049	NPC73952
Intermediate Similarity	0.7049	NPC469765
Intermediate Similarity	0.7049	NPC259644
Intermediate Similarity	0.7049	NPC469786
Intermediate Similarity	0.7049	NPC25008
Intermediate Similarity	0.7047	NPC12649
Intermediate Similarity	0.7041	NPC133003
Intermediate Similarity	0.7041	NPC280290
Intermediate Similarity	0.7035	NPC472097
Intermediate Similarity	0.7035	NPC129909
Intermediate Similarity	0.7027	NPC477887
Intermediate Similarity	0.7027	NPC469762
Intermediate Similarity	0.7026	NPC159125
Intermediate Similarity	0.7026	NPC470205
Intermediate Similarity	0.7024	NPC476874
Intermediate Similarity	0.7015	NPC57994
Intermediate Similarity	0.7015	NPC289299
Intermediate Similarity	0.7011	NPC212376
Intermediate Similarity	0.7011	NPC75540
Intermediate Similarity	0.7011	NPC80597
Intermediate Similarity	0.7011	NPC70922
Intermediate Similarity	0.7011	NPC211572
Intermediate Similarity	0.701	NPC73994
Intermediate Similarity	0.701	NPC252338
Intermediate Similarity	0.7005	NPC242116
Intermediate Similarity	0.7	NPC216550
Intermediate Similarity	0.7	NPC86288
Remote Similarity	0.6995	NPC183662
Remote Similarity	0.6995	NPC59269
Remote Similarity	0.6995	NPC15573
Remote Similarity	0.6995	NPC239954
Remote Similarity	0.6995	NPC470233
Remote Similarity	0.6995	NPC217372
Remote Similarity	0.699	NPC200836
Remote Similarity	0.699	NPC46895
Remote Similarity	0.699	NPC53144
Remote Similarity	0.699	NPC317701
Remote Similarity	0.699	NPC165495
Remote Similarity	0.6985	NPC329858
Remote Similarity	0.6985	NPC314333
Remote Similarity	0.6985	NPC83111
Remote Similarity	0.6984	NPC474561
Remote Similarity	0.6984	NPC49954
Remote Similarity	0.6974	NPC71037
Remote Similarity	0.6973	NPC469785
Remote Similarity	0.6971	NPC54420
Remote Similarity	0.6968	NPC265100
Remote Similarity	0.6966	NPC238499
Remote Similarity	0.6965	NPC198673
Remote Similarity	0.6961	NPC192674
Remote Similarity	0.6959	NPC219336
Remote Similarity	0.6959	NPC476817
Remote Similarity	0.6954	NPC79062
Remote Similarity	0.6954	NPC472107
Remote Similarity	0.6952	NPC279918
Remote Similarity	0.6952	NPC309845
Remote Similarity	0.6951	NPC477549
Remote Similarity	0.695	NPC138370
Remote Similarity	0.6946	NPC90229
Remote Similarity	0.6946	NPC167710
Remote Similarity	0.6946	NPC262898
Remote Similarity	0.6943	NPC203754
Remote Similarity	0.6943	NPC150048
Remote Similarity	0.6942	NPC211813
Remote Similarity	0.6942	NPC193761
Remote Similarity	0.6935	NPC103119
Remote Similarity	0.6931	NPC220151
Remote Similarity	0.6931	NPC202812
Remote Similarity	0.6931	NPC19692
Remote Similarity	0.6923	NPC61011
Remote Similarity	0.6923	NPC91179
Remote Similarity	0.6923	NPC472064
Remote Similarity	0.6919	NPC315555
Remote Similarity	0.6919	NPC311858
Remote Similarity	0.6915	NPC59779
Remote Similarity	0.6915	NPC124542
Remote Similarity	0.6915	NPC282231
Remote Similarity	0.6915	NPC471177
Remote Similarity	0.6912	NPC171317
Remote Similarity	0.6912	NPC67288
Remote Similarity	0.6912	NPC50503
Remote Similarity	0.6912	NPC168911
Remote Similarity	0.6907	NPC284775

Drug Structure

NPD5505 OpenBabel08211708292D 30 33 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 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 3.0256 5.4018 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 3.6947 6.1449 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 1.3783 4.8666 0.0000 O 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 3.3857 7.0960 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.0549 7.8391 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 14 1 0 0 0 0 7 15 2 0 0 0 0 8 17 2 0 0 0 0 9 17 1 0 0 0 0 10 18 1 0 0 0 0 11 20 1 0 0 0 0 12 13 2 0 0 0 0 12 19 1 0 0 0 0 13 21 1 0 0 0 0 14 25 1 0 0 0 0 15 26 1 0 0 0 0 16 22 1 0 0 0 0 17 23 1 0 0 0 0 18 16 1 1 0 0 0 18 25 1 0 0 0 0 19 20 2 0 0 0 0 19 23 1 0 0 0 0 20 26 1 0 0 0 0 21 25 1 0 0 0 0 21 27 2 0 0 0 0 22 28 2 0 0 0 0 22 29 1 0 0 0 0 23 24 2 0 0 0 0 24 26 1 0 0 0 0 29 30 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB008335
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	389.17
ALogP	-1.3683
MLogP	3.33
XLogP	4.794
HDA	6
HBD	1
Rotatable Bonds	7
TPSA	74.91
RO5 Violation	0