NPASS drugs

Drug Information

Drug ID:	NPD5430
Drug Name:	NPC-16570
Molecular Formula:	C23H19NO4
Canonical SMILES:	O=C(Nc1ccc(cc1)C(=O)O)OCCC1c2ccccc2c2c1cccc2
Standard InCHI:	InChI=1S/C23H19NO4/c25-22(26)15-9-11-16(12-10-15)24-23(27)28-14-13-21-19-7-3-1-5-17(19)18-6-2-4-8-20(18)21/h1-12,21H,13-14H2,(H,24,27)(H,25,26)
Standard InCHIKey:	QEOCEMPNYKUMCJ-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5430

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	192
0.1-0.2	897
0.2-0.3	2761
0.3-0.4	8461
0.4-0.5	12101
0.5-0.6	5912
0.6-0.7	548
0.7-0.8	17
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	0.8065	NPC242933
Intermediate Similarity	0.7662	NPC314098
Intermediate Similarity	0.7467	NPC150323
Intermediate Similarity	0.7267	NPC287358
Intermediate Similarity	0.7257	NPC470971
Intermediate Similarity	0.7226	NPC205946
Intermediate Similarity	0.7195	NPC472241
Intermediate Similarity	0.7188	NPC253476
Intermediate Similarity	0.7169	NPC472242
Intermediate Similarity	0.7115	NPC470343
Intermediate Similarity	0.7115	NPC472244
Intermediate Similarity	0.711	NPC36495
Intermediate Similarity	0.7073	NPC472243
Intermediate Similarity	0.7049	NPC470317
Intermediate Similarity	0.703	NPC43477
Intermediate Similarity	0.7027	NPC160381
Intermediate Similarity	0.7012	NPC319645
Intermediate Similarity	0.7006	NPC182131
Remote Similarity	0.6989	NPC473815
Remote Similarity	0.6962	NPC314278
Remote Similarity	0.6944	NPC177261
Remote Similarity	0.6933	NPC173295
Remote Similarity	0.6927	NPC469915
Remote Similarity	0.6919	NPC471742
Remote Similarity	0.6915	NPC313293
Remote Similarity	0.6914	NPC193410
Remote Similarity	0.6883	NPC229353
Remote Similarity	0.6882	NPC49184
Remote Similarity	0.6875	NPC248117
Remote Similarity	0.6872	NPC475223
Remote Similarity	0.686	NPC314223
Remote Similarity	0.6837	NPC475448
Remote Similarity	0.6837	NPC246983
Remote Similarity	0.6835	NPC192533
Remote Similarity	0.6832	NPC472245
Remote Similarity	0.6832	NPC298449
Remote Similarity	0.6816	NPC472115
Remote Similarity	0.6816	NPC472114
Remote Similarity	0.6805	NPC314186
Remote Similarity	0.6795	NPC130931
Remote Similarity	0.6793	NPC218594
Remote Similarity	0.6793	NPC99043
Remote Similarity	0.6772	NPC477998
Remote Similarity	0.6771	NPC198205
Remote Similarity	0.6771	NPC21483
Remote Similarity	0.6761	NPC61013
Remote Similarity	0.6761	NPC123241
Remote Similarity	0.6753	NPC311054
Remote Similarity	0.6753	NPC112752
Remote Similarity	0.6744	NPC237649
Remote Similarity	0.6744	NPC300596
Remote Similarity	0.6742	NPC282339
Remote Similarity	0.6742	NPC99632
Remote Similarity	0.6742	NPC199737
Remote Similarity	0.6738	NPC97584
Remote Similarity	0.6737	NPC474059
Remote Similarity	0.6737	NPC5630
Remote Similarity	0.6734	NPC222561
Remote Similarity	0.6725	NPC478039
Remote Similarity	0.6718	NPC90358
Remote Similarity	0.6718	NPC107828
Remote Similarity	0.6704	NPC189116
Remote Similarity	0.6703	NPC475761
Remote Similarity	0.6703	NPC474041
Remote Similarity	0.6702	NPC203628
Remote Similarity	0.6701	NPC198390
Remote Similarity	0.67	NPC39679
Remote Similarity	0.6685	NPC223595
Remote Similarity	0.6685	NPC167724
Remote Similarity	0.6685	NPC224970
Remote Similarity	0.6685	NPC474058
Remote Similarity	0.6685	NPC264482
Remote Similarity	0.6685	NPC203202
Remote Similarity	0.6685	NPC225319
Remote Similarity	0.6683	NPC9894
Remote Similarity	0.6667	NPC211525
Remote Similarity	0.6667	NPC207971
Remote Similarity	0.6667	NPC153694
Remote Similarity	0.6667	NPC150863
Remote Similarity	0.665	NPC176371
Remote Similarity	0.665	NPC136573
Remote Similarity	0.665	NPC232600
Remote Similarity	0.6649	NPC474081
Remote Similarity	0.6649	NPC303214
Remote Similarity	0.6649	NPC186669
Remote Similarity	0.6649	NPC473298
Remote Similarity	0.6648	NPC293458
Remote Similarity	0.6633	NPC5374
Remote Similarity	0.6633	NPC314648
Remote Similarity	0.6633	NPC268077
Remote Similarity	0.6626	NPC280807
Remote Similarity	0.6626	NPC314431
Remote Similarity	0.6625	NPC226794
Remote Similarity	0.6624	NPC226143
Remote Similarity	0.6617	NPC90185
Remote Similarity	0.6615	NPC141454
Remote Similarity	0.6614	NPC52262
Remote Similarity	0.6613	NPC6974
Remote Similarity	0.6612	NPC126676
Remote Similarity	0.6612	NPC469671
Remote Similarity	0.6612	NPC112336
Remote Similarity	0.6612	NPC474814
Remote Similarity	0.6611	NPC313757
Remote Similarity	0.6609	NPC144691
Remote Similarity	0.6601	NPC87413
Remote Similarity	0.6597	NPC316405
Remote Similarity	0.6595	NPC475607
Remote Similarity	0.6595	NPC471743
Remote Similarity	0.659	NPC315829
Remote Similarity	0.6588	NPC301702
Remote Similarity	0.6583	NPC165599
Remote Similarity	0.6582	NPC71124
Remote Similarity	0.6571	NPC51388
Remote Similarity	0.6567	NPC244741
Remote Similarity	0.6566	NPC471944
Remote Similarity	0.6564	NPC122235
Remote Similarity	0.6562	NPC83111
Remote Similarity	0.6557	NPC471778
Remote Similarity	0.6557	NPC472118
Remote Similarity	0.6556	NPC253667
Remote Similarity	0.6556	NPC35510
Remote Similarity	0.6552	NPC25961
Remote Similarity	0.6552	NPC303951
Remote Similarity	0.6543	NPC322433
Remote Similarity	0.6541	NPC470548
Remote Similarity	0.6541	NPC475594
Remote Similarity	0.6538	NPC214960
Remote Similarity	0.6538	NPC279527
Remote Similarity	0.6537	NPC31700
Remote Similarity	0.6536	NPC263709
Remote Similarity	0.6536	NPC310403
Remote Similarity	0.6536	NPC97380
Remote Similarity	0.6536	NPC243673
Remote Similarity	0.6536	NPC148468
Remote Similarity	0.6536	NPC63210
Remote Similarity	0.6535	NPC100573
Remote Similarity	0.6535	NPC207873
Remote Similarity	0.6532	NPC146370
Remote Similarity	0.6531	NPC90967
Remote Similarity	0.6526	NPC322621
Remote Similarity	0.6524	NPC194562
Remote Similarity	0.6522	NPC318183
Remote Similarity	0.6522	NPC312645
Remote Similarity	0.6522	NPC292265
Remote Similarity	0.652	NPC23294
Remote Similarity	0.6519	NPC292143
Remote Similarity	0.6519	NPC139506
Remote Similarity	0.6512	NPC190945
Remote Similarity	0.6505	NPC84347
Remote Similarity	0.6505	NPC129624
Remote Similarity	0.6505	NPC118228
Remote Similarity	0.6502	NPC284102
Remote Similarity	0.6497	NPC265642
Remote Similarity	0.6497	NPC138615
Remote Similarity	0.6497	NPC218733
Remote Similarity	0.6497	NPC132874
Remote Similarity	0.6486	NPC191310
Remote Similarity	0.6486	NPC73280
Remote Similarity	0.6485	NPC314297
Remote Similarity	0.6485	NPC315545
Remote Similarity	0.6473	NPC3207
Remote Similarity	0.6465	NPC474701
Remote Similarity	0.6464	NPC85651
Remote Similarity	0.6464	NPC176983
Remote Similarity	0.6464	NPC472121
Remote Similarity	0.6462	NPC254957
Remote Similarity	0.6458	NPC181928
Remote Similarity	0.6457	NPC242000
Remote Similarity	0.6456	NPC89508
Remote Similarity	0.6453	NPC86834
Remote Similarity	0.6453	NPC210828
Remote Similarity	0.6452	NPC329338
Remote Similarity	0.6452	NPC469726
Remote Similarity	0.645	NPC471436
Remote Similarity	0.645	NPC1464
Remote Similarity	0.6449	NPC274640
Remote Similarity	0.6448	NPC278887
Remote Similarity	0.6446	NPC246913
Remote Similarity	0.6442	NPC293151
Remote Similarity	0.6436	NPC314855
Remote Similarity	0.6436	NPC300156
Remote Similarity	0.6436	NPC313796
Remote Similarity	0.6436	NPC315638
Remote Similarity	0.6436	NPC475094
Remote Similarity	0.6436	NPC321211
Remote Similarity	0.6436	NPC474815
Remote Similarity	0.6436	NPC313345
Remote Similarity	0.6429	NPC174760
Remote Similarity	0.6429	NPC204867
Remote Similarity	0.642	NPC317758
Remote Similarity	0.6417	NPC476441
Remote Similarity	0.6412	NPC181527
Remote Similarity	0.6411	NPC184408
Remote Similarity	0.6409	NPC472102
Remote Similarity	0.6409	NPC309531
Remote Similarity	0.6409	NPC315368
Remote Similarity	0.6404	NPC308943
Remote Similarity	0.6404	NPC478076
Remote Similarity	0.6404	NPC4687
Remote Similarity	0.6404	NPC283117

Drug Structure

NPD5430 OpenBabel08211708292D 30 33 0 0 0 0 0 0 0 0999 V2000 -2.1541 0.0643 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4073 -3.8590 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4109 0.7334 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5872 -3.7545 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.9462 -0.9139 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9951 -3.0500 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.4599 0.4244 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9939 -2.8409 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 -0.0000 -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 -0.8660 3.5000 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 1.7321 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9951 -1.2229 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5884 -2.1365 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2520 -0.5538 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4062 -2.0319 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6141 -1.0538 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 -0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -1.0000 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 -1.7321 2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 0.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -3.0000 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 17 2 0 0 0 0 6 18 2 0 0 0 0 7 19 2 0 0 0 0 8 20 2 0 0 0 0 9 11 1 0 0 0 0 9 15 2 0 0 0 0 10 12 2 0 0 0 0 10 15 1 0 0 0 0 11 16 2 0 0 0 0 12 16 1 0 0 0 0 13 14 1 0 0 0 0 13 21 1 0 0 0 0 14 28 1 0 0 0 0 15 22 1 0 0 0 0 16 24 1 0 0 0 0 17 18 1 0 0 0 0 17 19 1 0 0 0 0 18 20 1 0 0 0 0 19 21 1 0 0 0 0 20 21 1 0 0 0 0 22 25 1 0 0 0 0 22 26 2 0 0 0 0 23 24 1 0 0 0 0 23 27 2 0 0 0 0 23 28 1 0 0 0 0 24 29 1 0 0 0 0 25 30 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB001618
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	373.13
ALogP	-0.7311
MLogP	3.44
XLogP	8.29
HDA	5
HBD	2
Rotatable Bonds	8
TPSA	75.63
RO5 Violation	1