NPASS drugs

Drug Information

Drug ID:	NPD5416
Drug Name:	SR-2566
Molecular Formula:	C23H18N2O3
Canonical SMILES:	OC(=O)c1ccccc1Nc1ccc(cc1)OCc1ccc2c(n1)cccc2
Standard InCHI:	InChI=1S/C23H18N2O3/c26-23(27)20-6-2-4-8-22(20)24-17-11-13-19(14-12-17)28-15-18-10-9-16-5-1-3-7-21(16)25-18/h1-14,24H,15H2,(H,26,27)
Standard InCHIKey:	KNXMLJDLGKTLBF-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5416

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	288
0.1-0.2	1754
0.2-0.3	7806
0.3-0.4	4491
0.4-0.5	9793
0.5-0.6	5130
0.6-0.7	1345
0.7-0.8	282
0.8-0.85	1
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	0.8137	NPC321428
Intermediate Similarity	0.799	NPC230403
Intermediate Similarity	0.7885	NPC165964
Intermediate Similarity	0.7868	NPC194040
Intermediate Similarity	0.784	NPC184408
Intermediate Similarity	0.7826	NPC300156
Intermediate Similarity	0.7822	NPC291609
Intermediate Similarity	0.7814	NPC280799
Intermediate Similarity	0.781	NPC87413
Intermediate Similarity	0.7788	NPC193238
Intermediate Similarity	0.7778	NPC124300
Intermediate Similarity	0.7767	NPC472099
Intermediate Similarity	0.7729	NPC317572
Intermediate Similarity	0.7713	NPC473187
Intermediate Similarity	0.7709	NPC208522
Intermediate Similarity	0.7707	NPC280714
Intermediate Similarity	0.7703	NPC329631
Intermediate Similarity	0.7688	NPC90415
Intermediate Similarity	0.7675	NPC310618
Intermediate Similarity	0.7656	NPC45190
Intermediate Similarity	0.7653	NPC39500
Intermediate Similarity	0.7642	NPC161801
Intermediate Similarity	0.7636	NPC157931
Intermediate Similarity	0.7628	NPC312645
Intermediate Similarity	0.7626	NPC243058
Intermediate Similarity	0.7619	NPC4687
Intermediate Similarity	0.7613	NPC474688
Intermediate Similarity	0.761	NPC90229
Intermediate Similarity	0.7605	NPC227824
Intermediate Similarity	0.7602	NPC274640
Intermediate Similarity	0.7594	NPC309845
Intermediate Similarity	0.7593	NPC96321
Intermediate Similarity	0.7588	NPC203635
Intermediate Similarity	0.7583	NPC39679
Intermediate Similarity	0.7579	NPC322644
Intermediate Similarity	0.7578	NPC473186
Intermediate Similarity	0.7578	NPC49547
Intermediate Similarity	0.7577	NPC475844
Intermediate Similarity	0.7574	NPC144381
Intermediate Similarity	0.7559	NPC187501
Intermediate Similarity	0.7557	NPC257851
Intermediate Similarity	0.7535	NPC118228
Intermediate Similarity	0.7534	NPC477112
Intermediate Similarity	0.7534	NPC144452
Intermediate Similarity	0.7534	NPC260434
Intermediate Similarity	0.7523	NPC323969
Intermediate Similarity	0.7523	NPC150239
Intermediate Similarity	0.7523	NPC174760
Intermediate Similarity	0.7522	NPC6786
Intermediate Similarity	0.7513	NPC219848
Intermediate Similarity	0.7513	NPC283152
Intermediate Similarity	0.7512	NPC276517
Intermediate Similarity	0.7512	NPC174576
Intermediate Similarity	0.7511	NPC182222
Intermediate Similarity	0.7511	NPC39370
Intermediate Similarity	0.75	NPC303225
Intermediate Similarity	0.75	NPC474192
Intermediate Similarity	0.75	NPC475720
Intermediate Similarity	0.75	NPC314633
Intermediate Similarity	0.7489	NPC198503
Intermediate Similarity	0.7488	NPC89508
Intermediate Similarity	0.7477	NPC74360
Intermediate Similarity	0.7477	NPC74575
Intermediate Similarity	0.7476	NPC223427
Intermediate Similarity	0.7475	NPC66083
Intermediate Similarity	0.7475	NPC256268
Intermediate Similarity	0.7474	NPC26850
Intermediate Similarity	0.7468	NPC67401
Intermediate Similarity	0.7466	NPC179287
Intermediate Similarity	0.7462	NPC84347
Intermediate Similarity	0.7458	NPC258048
Intermediate Similarity	0.7455	NPC474701
Intermediate Similarity	0.7454	NPC16066
Intermediate Similarity	0.7453	NPC315545
Intermediate Similarity	0.7453	NPC249583
Intermediate Similarity	0.7453	NPC314297
Intermediate Similarity	0.7445	NPC15801
Intermediate Similarity	0.7444	NPC471762
Intermediate Similarity	0.7443	NPC225279
Intermediate Similarity	0.7441	NPC132539
Intermediate Similarity	0.7431	NPC247803
Intermediate Similarity	0.743	NPC471304
Intermediate Similarity	0.743	NPC269367
Intermediate Similarity	0.7421	NPC51388
Intermediate Similarity	0.7419	NPC152768
Intermediate Similarity	0.7419	NPC148183
Intermediate Similarity	0.7419	NPC469928
Intermediate Similarity	0.7413	NPC320394
Intermediate Similarity	0.7406	NPC314855
Intermediate Similarity	0.7406	NPC313345
Intermediate Similarity	0.7406	NPC315638
Intermediate Similarity	0.7406	NPC313796
Intermediate Similarity	0.7404	NPC329982
Intermediate Similarity	0.7399	NPC478078
Intermediate Similarity	0.7397	NPC208084
Intermediate Similarity	0.7395	NPC294375
Intermediate Similarity	0.7393	NPC473800
Intermediate Similarity	0.7385	NPC169402
Intermediate Similarity	0.7376	NPC478141
Intermediate Similarity	0.7375	NPC132385
Intermediate Similarity	0.7373	NPC477979
Intermediate Similarity	0.7373	NPC116238
Intermediate Similarity	0.7361	NPC472098
Intermediate Similarity	0.7361	NPC244856
Intermediate Similarity	0.7358	NPC314648
Intermediate Similarity	0.7353	NPC216369
Intermediate Similarity	0.7352	NPC46561
Intermediate Similarity	0.7352	NPC473041
Intermediate Similarity	0.7349	NPC314834
Intermediate Similarity	0.7349	NPC123839
Intermediate Similarity	0.7345	NPC196718
Intermediate Similarity	0.7342	NPC478083
Intermediate Similarity	0.7342	NPC205372
Intermediate Similarity	0.7339	NPC3207
Intermediate Similarity	0.732	NPC118511
Intermediate Similarity	0.7319	NPC473188
Intermediate Similarity	0.7316	NPC26872
Intermediate Similarity	0.7315	NPC9894
Intermediate Similarity	0.7311	NPC165599
Intermediate Similarity	0.7309	NPC97746
Intermediate Similarity	0.7304	NPC475816
Intermediate Similarity	0.7299	NPC470586
Intermediate Similarity	0.7297	NPC216612
Intermediate Similarity	0.7295	NPC475190
Intermediate Similarity	0.7291	NPC42591
Intermediate Similarity	0.729	NPC243850
Intermediate Similarity	0.729	NPC244741
Intermediate Similarity	0.729	NPC283117
Intermediate Similarity	0.7289	NPC66777
Intermediate Similarity	0.7286	NPC288943
Intermediate Similarity	0.7281	NPC310211
Intermediate Similarity	0.7281	NPC308137
Intermediate Similarity	0.7277	NPC470018
Intermediate Similarity	0.7273	NPC148889
Intermediate Similarity	0.7273	NPC131885
Intermediate Similarity	0.7269	NPC470020
Intermediate Similarity	0.7269	NPC102593
Intermediate Similarity	0.7261	NPC101350
Intermediate Similarity	0.726	NPC322064
Intermediate Similarity	0.7256	NPC470280
Intermediate Similarity	0.7256	NPC266249
Intermediate Similarity	0.7248	NPC236424
Intermediate Similarity	0.7248	NPC151781
Intermediate Similarity	0.7248	NPC316181
Intermediate Similarity	0.7248	NPC306644
Intermediate Similarity	0.7248	NPC74562
Intermediate Similarity	0.724	NPC196449
Intermediate Similarity	0.724	NPC314222
Intermediate Similarity	0.7236	NPC312872
Intermediate Similarity	0.7234	NPC63971
Intermediate Similarity	0.7234	NPC91868
Intermediate Similarity	0.7232	NPC21638
Intermediate Similarity	0.7232	NPC473449
Intermediate Similarity	0.723	NPC476098
Intermediate Similarity	0.7229	NPC41501
Intermediate Similarity	0.7227	NPC27041
Intermediate Similarity	0.7222	NPC325297
Intermediate Similarity	0.7217	NPC235685
Intermediate Similarity	0.7215	NPC274842
Intermediate Similarity	0.7212	NPC311906
Intermediate Similarity	0.721	NPC316224
Intermediate Similarity	0.7208	NPC470894
Intermediate Similarity	0.7207	NPC132642
Intermediate Similarity	0.7207	NPC276657
Intermediate Similarity	0.7204	NPC128823
Intermediate Similarity	0.72	NPC8467
Intermediate Similarity	0.7198	NPC477066
Intermediate Similarity	0.7197	NPC53534
Intermediate Similarity	0.7196	NPC165349
Intermediate Similarity	0.7196	NPC329708
Intermediate Similarity	0.7196	NPC118832
Intermediate Similarity	0.7196	NPC47059
Intermediate Similarity	0.7196	NPC274291
Intermediate Similarity	0.7196	NPC264166
Intermediate Similarity	0.719	NPC141454
Intermediate Similarity	0.7188	NPC122436
Intermediate Similarity	0.7183	NPC291535
Intermediate Similarity	0.7183	NPC475085
Intermediate Similarity	0.7183	NPC475112
Intermediate Similarity	0.7182	NPC74969
Intermediate Similarity	0.7182	NPC330009
Intermediate Similarity	0.7176	NPC171787
Intermediate Similarity	0.7175	NPC60621
Intermediate Similarity	0.7174	NPC477549
Intermediate Similarity	0.7173	NPC315893
Intermediate Similarity	0.7173	NPC313587
Intermediate Similarity	0.7173	NPC316110
Intermediate Similarity	0.7171	NPC160381
Intermediate Similarity	0.7169	NPC232225
Intermediate Similarity	0.7169	NPC250448
Intermediate Similarity	0.7168	NPC140296
Intermediate Similarity	0.7167	NPC478081
Intermediate Similarity	0.7163	NPC476106
Intermediate Similarity	0.7162	NPC298436
Intermediate Similarity	0.7162	NPC288987
Intermediate Similarity	0.7162	NPC473179
Intermediate Similarity	0.7162	NPC473105
Intermediate Similarity	0.7161	NPC270515
Intermediate Similarity	0.7156	NPC23294
Intermediate Similarity	0.7156	NPC474916

Drug Structure

NPD5416 OpenBabel08211708292D 30 33 0 0 0 0 0 0 0 0999 V2000 -0.0000 3.0000 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 0.8660 2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 -2.0000 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 6.0622 -0.5000 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 4.3301 -1.5000 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 -1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -1.5000 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 1.7321 -2.0000 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 -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 2.5981 -0.5000 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 0.8660 -1.5000 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 -0.0000 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.1962 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 0.0000 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 6.0622 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.3301 2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 2 0 0 0 0 1 5 1 0 0 0 0 2 4 2 0 0 0 0 2 6 1 0 0 0 0 3 7 1 0 0 0 0 4 8 1 0 0 0 0 5 16 2 0 0 0 0 6 20 2 0 0 0 0 7 21 2 0 0 0 0 8 22 2 0 0 0 0 9 10 2 0 0 0 0 9 16 1 0 0 0 0 10 18 1 0 0 0 0 11 13 1 0 0 0 0 11 17 2 0 0 0 0 12 14 2 0 0 0 0 12 17 1 0 0 0 0 13 19 2 0 0 0 0 14 19 1 0 0 0 0 15 18 1 0 0 0 0 15 28 1 0 0 0 0 16 21 1 0 0 0 0 17 24 1 0 0 0 0 18 25 2 0 0 0 0 19 28 1 0 0 0 0 20 22 1 0 0 0 0 20 23 1 0 0 0 0 21 25 1 0 0 0 0 22 24 1 0 0 0 0 23 26 2 0 0 0 0 23 27 1 0 0 0 0 24 29 1 0 0 0 0 27 30 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB002004
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	370.13
ALogP	-0.8027
MLogP	3.44
XLogP	6.813
HDA	4
HBD	2
Rotatable Bonds	7
TPSA	71.45
RO5 Violation	1