NPASS drugs

Drug Information

Drug ID:	NPD5417
Drug Name:
Molecular Formula:	C23H18N2O3
Canonical SMILES:	OC(=O)c1ccccc1Nc1cccc(c1)OCc1ccc2c(n1)cccc2
Standard InCHI:	InChI=1S/C23H18N2O3/c26-23(27)20-9-2-4-11-22(20)24-17-7-5-8-19(14-17)28-15-18-13-12-16-6-1-3-10-21(16)25-18/h1-14,24H,15H2,(H,26,27)
Standard InCHIKey:	LMPZHLXYBWGGNT-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5417

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	296
0.1-0.2	1787
0.2-0.3	8393
0.3-0.4	4015
0.4-0.5	10516
0.5-0.6	4239
0.6-0.7	1291
0.7-0.8	346
0.8-0.85	7
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	0.8213	NPC87413
Intermediate Similarity	0.8117	NPC291609
Intermediate Similarity	0.8097	NPC165964
Intermediate Similarity	0.8072	NPC124300
Intermediate Similarity	0.8019	NPC4687
Intermediate Similarity	0.8019	NPC321428
Intermediate Similarity	0.8009	NPC473187
Intermediate Similarity	0.7981	NPC39679
Intermediate Similarity	0.7981	NPC184408
Intermediate Similarity	0.7965	NPC310618
Intermediate Similarity	0.7961	NPC317572
Intermediate Similarity	0.7909	NPC260434
Intermediate Similarity	0.7907	NPC150239
Intermediate Similarity	0.7907	NPC174760
Intermediate Similarity	0.7871	NPC230403
Intermediate Similarity	0.787	NPC198503
Intermediate Similarity	0.7847	NPC249583
Intermediate Similarity	0.7844	NPC179287
Intermediate Similarity	0.7841	NPC208522
Intermediate Similarity	0.7839	NPC194040
Intermediate Similarity	0.7838	NPC329631
Intermediate Similarity	0.7818	NPC471762
Intermediate Similarity	0.7814	NPC247803
Intermediate Similarity	0.7793	NPC39500
Intermediate Similarity	0.7778	NPC208084
Intermediate Similarity	0.7767	NPC169402
Intermediate Similarity	0.7757	NPC116238
Intermediate Similarity	0.7748	NPC474688
Intermediate Similarity	0.7738	NPC274640
Intermediate Similarity	0.7731	NPC473041
Intermediate Similarity	0.7731	NPC227824
Intermediate Similarity	0.7721	NPC152768
Intermediate Similarity	0.7721	NPC148183
Intermediate Similarity	0.7721	NPC3207
Intermediate Similarity	0.7714	NPC300156
Intermediate Similarity	0.7713	NPC49547
Intermediate Similarity	0.7709	NPC475844
Intermediate Similarity	0.7706	NPC280799
Intermediate Similarity	0.7692	NPC470586
Intermediate Similarity	0.7685	NPC312645
Intermediate Similarity	0.7674	NPC118228
Intermediate Similarity	0.7671	NPC144452
Intermediate Similarity	0.7665	NPC283152
Intermediate Similarity	0.7664	NPC310211
Intermediate Similarity	0.7664	NPC308137
Intermediate Similarity	0.7661	NPC472099
Intermediate Similarity	0.766	NPC258048
Intermediate Similarity	0.7658	NPC66777
Intermediate Similarity	0.7655	NPC6786
Intermediate Similarity	0.7647	NPC132385
Intermediate Similarity	0.7621	NPC101350
Intermediate Similarity	0.7617	NPC187501
Intermediate Similarity	0.7613	NPC74575
Intermediate Similarity	0.7602	NPC21638
Intermediate Similarity	0.7602	NPC97746
Intermediate Similarity	0.7597	NPC473188
Intermediate Similarity	0.7589	NPC474701
Intermediate Similarity	0.7583	NPC132539
Intermediate Similarity	0.7577	NPC235685
Intermediate Similarity	0.7571	NPC475112
Intermediate Similarity	0.7571	NPC475085
Intermediate Similarity	0.7571	NPC291535
Intermediate Similarity	0.7566	NPC39370
Intermediate Similarity	0.7562	NPC320394
Intermediate Similarity	0.7558	NPC330009
Intermediate Similarity	0.7557	NPC51388
Intermediate Similarity	0.7557	NPC122436
Intermediate Similarity	0.7556	NPC473186
Intermediate Similarity	0.7549	NPC144381
Intermediate Similarity	0.7547	NPC45190
Intermediate Similarity	0.7547	NPC476106
Intermediate Similarity	0.7546	NPC89508
Intermediate Similarity	0.7546	NPC250448
Intermediate Similarity	0.7543	NPC161801
Intermediate Similarity	0.7535	NPC23294
Intermediate Similarity	0.7534	NPC157931
Intermediate Similarity	0.7534	NPC473179
Intermediate Similarity	0.7525	NPC84347
Intermediate Similarity	0.7522	NPC473105
Intermediate Similarity	0.7521	NPC67401
Intermediate Similarity	0.7512	NPC315545
Intermediate Similarity	0.7512	NPC314297
Intermediate Similarity	0.7512	NPC280714
Intermediate Similarity	0.7511	NPC63971
Intermediate Similarity	0.7511	NPC41501
Intermediate Similarity	0.7511	NPC91868
Intermediate Similarity	0.75	NPC110741
Intermediate Similarity	0.75	NPC243834
Intermediate Similarity	0.75	NPC264176
Intermediate Similarity	0.75	NPC194740
Intermediate Similarity	0.75	NPC70956
Intermediate Similarity	0.75	NPC225279
Intermediate Similarity	0.75	NPC128115
Intermediate Similarity	0.7489	NPC96321
Intermediate Similarity	0.7489	NPC46561
Intermediate Similarity	0.7489	NPC174576
Intermediate Similarity	0.7488	NPC269367
Intermediate Similarity	0.7488	NPC90415
Intermediate Similarity	0.7488	NPC303951
Intermediate Similarity	0.7477	NPC314633
Intermediate Similarity	0.7477	NPC86834
Intermediate Similarity	0.7477	NPC210828
Intermediate Similarity	0.7475	NPC303225
Intermediate Similarity	0.7466	NPC60621
Intermediate Similarity	0.7465	NPC315638
Intermediate Similarity	0.7465	NPC314855
Intermediate Similarity	0.7465	NPC313345
Intermediate Similarity	0.7465	NPC313796
Intermediate Similarity	0.7464	NPC72211
Intermediate Similarity	0.7461	NPC322644
Intermediate Similarity	0.7455	NPC298436
Intermediate Similarity	0.7454	NPC146418
Intermediate Similarity	0.7453	NPC165599
Intermediate Similarity	0.7448	NPC26850
Intermediate Similarity	0.7444	NPC473449
Intermediate Similarity	0.7438	NPC42591
Intermediate Similarity	0.7437	NPC288943
Intermediate Similarity	0.7436	NPC270515
Intermediate Similarity	0.7432	NPC220851
Intermediate Similarity	0.743	NPC193238
Intermediate Similarity	0.7426	NPC243058
Intermediate Similarity	0.7421	NPC323969
Intermediate Similarity	0.7418	NPC314648
Intermediate Similarity	0.7412	NPC182222
Intermediate Similarity	0.7411	NPC470018
Intermediate Similarity	0.7409	NPC303658
Intermediate Similarity	0.7407	NPC314834
Intermediate Similarity	0.7407	NPC470020
Intermediate Similarity	0.7407	NPC309845
Intermediate Similarity	0.7404	NPC276517
Intermediate Similarity	0.7401	NPC474192
Intermediate Similarity	0.7401	NPC475720
Intermediate Similarity	0.7399	NPC205372
Intermediate Similarity	0.7395	NPC470931
Intermediate Similarity	0.7389	NPC62069
Intermediate Similarity	0.7389	NPC203635
Intermediate Similarity	0.7387	NPC477532
Intermediate Similarity	0.7385	NPC471080
Intermediate Similarity	0.7385	NPC469592
Intermediate Similarity	0.7381	NPC306376
Intermediate Similarity	0.7378	NPC257851
Intermediate Similarity	0.7376	NPC118776
Intermediate Similarity	0.7371	NPC134848
Intermediate Similarity	0.7371	NPC223427
Intermediate Similarity	0.7368	NPC70259
Intermediate Similarity	0.7366	NPC66083
Intermediate Similarity	0.7361	NPC325297
Intermediate Similarity	0.7358	NPC267423
Intermediate Similarity	0.7356	NPC475190
Intermediate Similarity	0.7352	NPC16066
Intermediate Similarity	0.7349	NPC183777
Intermediate Similarity	0.7349	NPC244741
Intermediate Similarity	0.7349	NPC283117
Intermediate Similarity	0.7348	NPC15801
Intermediate Similarity	0.7346	NPC128823
Intermediate Similarity	0.7336	NPC285558
Intermediate Similarity	0.7333	NPC141454
Intermediate Similarity	0.733	NPC131885
Intermediate Similarity	0.7328	NPC148889
Intermediate Similarity	0.7327	NPC471304
Intermediate Similarity	0.7321	NPC43787
Intermediate Similarity	0.7321	NPC205934
Intermediate Similarity	0.7318	NPC469928
Intermediate Similarity	0.7318	NPC74969
Intermediate Similarity	0.7317	NPC160381
Intermediate Similarity	0.7315	NPC475910
Intermediate Similarity	0.7313	NPC219848
Intermediate Similarity	0.7311	NPC329982
Intermediate Similarity	0.7301	NPC478078
Intermediate Similarity	0.7301	NPC473185
Intermediate Similarity	0.73	NPC473800
Intermediate Similarity	0.7297	NPC74360
Intermediate Similarity	0.7294	NPC294375
Intermediate Similarity	0.7294	NPC220337
Intermediate Similarity	0.7292	NPC26872
Intermediate Similarity	0.729	NPC162484
Intermediate Similarity	0.7285	NPC305984
Intermediate Similarity	0.7281	NPC209769
Intermediate Similarity	0.7277	NPC256268
Intermediate Similarity	0.7273	NPC184680
Intermediate Similarity	0.7273	NPC477979
Intermediate Similarity	0.7265	NPC132642
Intermediate Similarity	0.7265	NPC469439
Intermediate Similarity	0.726	NPC12344
Intermediate Similarity	0.726	NPC472098
Intermediate Similarity	0.726	NPC48353
Intermediate Similarity	0.7256	NPC470930
Intermediate Similarity	0.7252	NPC469594
Intermediate Similarity	0.7251	NPC90229
Intermediate Similarity	0.725	NPC478083
Intermediate Similarity	0.725	NPC53534
Intermediate Similarity	0.725	NPC191310
Intermediate Similarity	0.7249	NPC196718
Intermediate Similarity	0.7248	NPC123839
Intermediate Similarity	0.7246	NPC218388
Intermediate Similarity	0.7241	NPC470784
Intermediate Similarity	0.7241	NPC470785
Intermediate Similarity	0.7238	NPC244543
Intermediate Similarity	0.7234	NPC81939
Intermediate Similarity	0.7231	NPC89549

Drug Structure

NPD5417 OpenBabel08211708292D 30 33 0 0 0 0 0 0 0 0999 V2000 2.5981 -1.5000 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 1.7321 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 4.5000 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 -3.4641 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 4.0000 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 0.8660 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 1.0000 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 0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 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 1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 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 -1.7321 3.0000 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 0.8660 -0.5000 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 -6.0622 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 2.5000 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 2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 2 0 0 0 0 1 6 1 0 0 0 0 2 4 2 0 0 0 0 2 9 1 0 0 0 0 3 10 1 0 0 0 0 4 11 1 0 0 0 0 5 7 2 0 0 0 0 5 8 1 0 0 0 0 6 16 2 0 0 0 0 7 17 1 0 0 0 0 8 19 2 0 0 0 0 9 20 2 0 0 0 0 10 21 2 0 0 0 0 11 22 2 0 0 0 0 12 13 2 0 0 0 0 12 16 1 0 0 0 0 13 18 1 0 0 0 0 14 17 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	DIB003985
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	128355
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