NPASS drugs

Drug Information

Drug ID:	NPD5411
Drug Name:	NPC-17923
Molecular Formula:	C23H17Cl2NO4
Canonical SMILES:	O=C(Nc1ccc(cc1)C(=O)O)CCOC1c2cc(Cl)ccc2c2c1cc(Cl)cc2
Standard InCHI:	InChI=1S/C23H17Cl2NO4/c24-14-3-7-17-18-8-4-15(25)12-20(18)22(19(17)11-14)30-10-9-21(27)26-16-5-1-13(2-6-16)23(28)29/h1-8,11-12,22H,9-10H2,(H,26,27)(H,28,29)
Standard InCHIKey:	JTYWUQLFBWFIEV-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5411

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	228
0.1-0.2	1125
0.2-0.3	3604
0.3-0.4	9484
0.4-0.5	12730
0.5-0.6	3480
0.6-0.7	238
0.7-0.8	1
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	0.7216	NPC242933
Remote Similarity	0.6952	NPC477999
Remote Similarity	0.6927	NPC470971
Remote Similarity	0.67	NPC473815
Remote Similarity	0.6667	NPC314098
Remote Similarity	0.6649	NPC314223
Remote Similarity	0.6633	NPC469915
Remote Similarity	0.6601	NPC49184
Remote Similarity	0.6593	NPC319645
Remote Similarity	0.6585	NPC477998
Remote Similarity	0.654	NPC107828
Remote Similarity	0.654	NPC90358
Remote Similarity	0.6526	NPC475223
Remote Similarity	0.6502	NPC470317
Remote Similarity	0.65	NPC298449
Remote Similarity	0.6495	NPC475448
Remote Similarity	0.6495	NPC246983
Remote Similarity	0.6488	NPC160381
Remote Similarity	0.6479	NPC176371
Remote Similarity	0.6479	NPC136573
Remote Similarity	0.6474	NPC150323
Remote Similarity	0.6473	NPC474059
Remote Similarity	0.6465	NPC268077
Remote Similarity	0.6447	NPC182131
Remote Similarity	0.6436	NPC474041
Remote Similarity	0.6436	NPC99043
Remote Similarity	0.6436	NPC218594
Remote Similarity	0.6429	NPC198205
Remote Similarity	0.6429	NPC21483
Remote Similarity	0.6429	NPC173295
Remote Similarity	0.6425	NPC316405
Remote Similarity	0.6419	NPC207971
Remote Similarity	0.6415	NPC112752
Remote Similarity	0.6415	NPC311054
Remote Similarity	0.6406	NPC222561
Remote Similarity	0.64	NPC177261
Remote Similarity	0.6398	NPC472241
Remote Similarity	0.6394	NPC313293
Remote Similarity	0.639	NPC97584
Remote Similarity	0.6386	NPC186669
Remote Similarity	0.6383	NPC472242
Remote Similarity	0.6378	NPC199737
Remote Similarity	0.6376	NPC39679
Remote Similarity	0.6374	NPC253476
Remote Similarity	0.6368	NPC312645
Remote Similarity	0.6368	NPC198390
Remote Similarity	0.6359	NPC313345
Remote Similarity	0.6359	NPC316141
Remote Similarity	0.6359	NPC315638
Remote Similarity	0.6359	NPC314855
Remote Similarity	0.6359	NPC313796
Remote Similarity	0.6355	NPC475761
Remote Similarity	0.6352	NPC313720
Remote Similarity	0.6352	NPC17160
Remote Similarity	0.6351	NPC476129
Remote Similarity	0.6351	NPC476256
Remote Similarity	0.6351	NPC476206
Remote Similarity	0.6351	NPC259791
Remote Similarity	0.6351	NPC476212
Remote Similarity	0.6351	NPC476257
Remote Similarity	0.6351	NPC476207
Remote Similarity	0.6351	NPC476205
Remote Similarity	0.6348	NPC472844
Remote Similarity	0.6344	NPC43477
Remote Similarity	0.6337	NPC475607
Remote Similarity	0.633	NPC315545
Remote Similarity	0.633	NPC314297
Remote Similarity	0.6326	NPC232600
Remote Similarity	0.6323	NPC3207
Remote Similarity	0.6321	NPC108804
Remote Similarity	0.6321	NPC476218
Remote Similarity	0.6318	NPC25961
Remote Similarity	0.6318	NPC73280
Remote Similarity	0.6311	NPC471742
Remote Similarity	0.6308	NPC5374
Remote Similarity	0.6305	NPC474081
Remote Similarity	0.6301	NPC90185
Remote Similarity	0.6295	NPC473837
Remote Similarity	0.6292	NPC205946
Remote Similarity	0.629	NPC87413
Remote Similarity	0.629	NPC472243
Remote Similarity	0.6287	NPC475594
Remote Similarity	0.6287	NPC470548
Remote Similarity	0.6286	NPC203628
Remote Similarity	0.6283	NPC174760
Remote Similarity	0.6281	NPC471652
Remote Similarity	0.628	NPC52262
Remote Similarity	0.628	NPC322621
Remote Similarity	0.6278	NPC122235
Remote Similarity	0.6278	NPC189661
Remote Similarity	0.6277	NPC308197
Remote Similarity	0.6276	NPC193410
Remote Similarity	0.6276	NPC36495
Remote Similarity	0.6275	NPC6974
Remote Similarity	0.6256	NPC264482
Remote Similarity	0.6256	NPC203202
Remote Similarity	0.625	NPC35390
Remote Similarity	0.625	NPC473781
Remote Similarity	0.625	NPC470631
Remote Similarity	0.625	NPC474701
Remote Similarity	0.6244	NPC303214
Remote Similarity	0.6244	NPC248117
Remote Similarity	0.6244	NPC314834
Remote Similarity	0.6239	NPC223590
Remote Similarity	0.6239	NPC314648
Remote Similarity	0.6238	NPC191310
Remote Similarity	0.6238	NPC5630
Remote Similarity	0.6233	NPC89508
Remote Similarity	0.6227	NPC100573
Remote Similarity	0.6227	NPC207873
Remote Similarity	0.6224	NPC123241
Remote Similarity	0.6224	NPC61013
Remote Similarity	0.6223	NPC244897
Remote Similarity	0.6223	NPC475316
Remote Similarity	0.6223	NPC473486
Remote Similarity	0.6221	NPC471436
Remote Similarity	0.6212	NPC176983
Remote Similarity	0.6212	NPC293458
Remote Similarity	0.6211	NPC150239
Remote Similarity	0.6204	NPC475489
Remote Similarity	0.6201	NPC470343
Remote Similarity	0.6201	NPC472244
Remote Similarity	0.6201	NPC51388
Remote Similarity	0.6198	NPC242000
Remote Similarity	0.6188	NPC474814
Remote Similarity	0.6188	NPC112336
Remote Similarity	0.6186	NPC71124
Remote Similarity	0.6183	NPC287358
Remote Similarity	0.6183	NPC281104
Remote Similarity	0.618	NPC267853
Remote Similarity	0.6171	NPC303951
Remote Similarity	0.617	NPC316411
Remote Similarity	0.6169	NPC167724
Remote Similarity	0.6169	NPC224970
Remote Similarity	0.6169	NPC223595
Remote Similarity	0.6164	NPC301292
Remote Similarity	0.6164	NPC313112
Remote Similarity	0.6164	NPC87714
Remote Similarity	0.6162	NPC474058
Remote Similarity	0.6161	NPC105055
Remote Similarity	0.6161	NPC22689
Remote Similarity	0.6158	NPC214626
Remote Similarity	0.6158	NPC307640
Remote Similarity	0.6158	NPC139085
Remote Similarity	0.6158	NPC314186
Remote Similarity	0.6158	NPC251212
Remote Similarity	0.6154	NPC285192
Remote Similarity	0.615	NPC471197
Remote Similarity	0.615	NPC254957
Remote Similarity	0.615	NPC169402
Remote Similarity	0.6145	NPC226794
Remote Similarity	0.6145	NPC1203
Remote Similarity	0.6145	NPC192533
Remote Similarity	0.6143	NPC23294
Remote Similarity	0.6139	NPC471778
Remote Similarity	0.6138	NPC301702
Remote Similarity	0.6136	NPC477161
Remote Similarity	0.6133	NPC118228
Remote Similarity	0.6131	NPC286871
Remote Similarity	0.6123	NPC471198
Remote Similarity	0.6123	NPC247803
Remote Similarity	0.6121	NPC230313
Remote Similarity	0.6119	NPC472115
Remote Similarity	0.6119	NPC472114
Remote Similarity	0.6119	NPC165599
Remote Similarity	0.6119	NPC317572
Remote Similarity	0.6117	NPC475094
Remote Similarity	0.6117	NPC321211
Remote Similarity	0.6114	NPC280799
Remote Similarity	0.6114	NPC300596
Remote Similarity	0.6114	NPC237649
Remote Similarity	0.6109	NPC475844
Remote Similarity	0.6109	NPC308943
Remote Similarity	0.6109	NPC4687
Remote Similarity	0.6109	NPC478075
Remote Similarity	0.6109	NPC244741
Remote Similarity	0.6108	NPC318183
Remote Similarity	0.6108	NPC292265
Remote Similarity	0.6106	NPC159963
Remote Similarity	0.6106	NPC477159
Remote Similarity	0.6101	NPC471944
Remote Similarity	0.61	NPC313757
Remote Similarity	0.61	NPC292143
Remote Similarity	0.61	NPC204867
Remote Similarity	0.61	NPC139506
Remote Similarity	0.61	NPC189116
Remote Similarity	0.6098	NPC84347
Remote Similarity	0.6098	NPC129624
Remote Similarity	0.6098	NPC476441
Remote Similarity	0.6094	NPC274640
Remote Similarity	0.6091	NPC329833
Remote Similarity	0.6081	NPC210828
Remote Similarity	0.6081	NPC86834
Remote Similarity	0.608	NPC73644
Remote Similarity	0.6078	NPC96901
Remote Similarity	0.6078	NPC476425
Remote Similarity	0.6077	NPC314278
Remote Similarity	0.6073	NPC1464
Remote Similarity	0.6071	NPC204303
Remote Similarity	0.6071	NPC9894

Drug Structure

NPD5411 OpenBabel08211708292D 32 35 0 0 0 0 0 0 0 0999 V2000 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 -2.1402 0.1534 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3934 -3.7699 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 -1.9323 -0.8248 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9812 -2.9609 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 2.0000 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 -0.4460 0.5135 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0078 -2.7518 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 -1.3971 0.8225 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6011 -3.6654 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 -0.9812 -1.1338 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5745 -2.0473 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.2381 -0.4647 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4200 -1.9428 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 0.6279 -0.9647 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 -1.6050 1.8007 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 1.1889 -4.4744 0.0000 Cl 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 -1.7321 2.0000 0.0000 O 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 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 5 1 0 0 0 0 1 13 2 0 0 0 0 2 6 2 0 0 0 0 2 13 1 0 0 0 0 3 7 2 0 0 0 0 3 14 1 0 0 0 0 4 8 2 0 0 0 0 4 15 1 0 0 0 0 5 16 2 0 0 0 0 6 16 1 0 0 0 0 7 17 1 0 0 0 0 8 18 1 0 0 0 0 9 10 1 0 0 0 0 9 21 1 0 0 0 0 10 30 1 0 0 0 0 11 14 2 0 0 0 0 11 19 1 0 0 0 0 12 15 2 0 0 0 0 12 20 1 0 0 0 0 13 23 1 0 0 0 0 14 24 1 0 0 0 0 15 25 1 0 0 0 0 16 26 1 0 0 0 0 17 18 1 0 0 0 0 17 19 2 0 0 0 0 18 20 2 0 0 0 0 19 22 1 0 0 0 0 20 22 1 0 0 0 0 21 26 1 0 0 0 0 21 27 2 0 0 0 0 22 30 1 0 0 0 0 23 28 1 0 0 0 0 23 29 2 0 0 0 0 26 31 1 0 0 0 0 28 32 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB001707
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	441.05
ALogP	0.4559
MLogP	3.22
XLogP	4.866
HDA	5
HBD	2
Rotatable Bonds	10
TPSA	75.63
RO5 Violation	0