NPASS drugs

Drug Information

Drug ID:	NPD6263
Drug Name:
Molecular Formula:	C25H28N4O5S
Canonical SMILES:	COC(=O)c1[nH]c2c(c1)c(ccc2)N1CCN(CC1)CCCCN1C(=O)c2c(S1(=O)=O)cccc2
Standard InCHI:	InChI=1S/C25H28N4O5S/c1-34-25(31)21-17-19-20(26-21)8-6-9-22(19)28-15-13-27(14-16-28)11-4-5-12-29-24(30)18-7-2-3-10-23(18)35(29,32)33/h2-3,6-10,17,26H,4-5,11-16H2,1H3
Standard InCHIKey:	LPPRLWFUMJHAKF-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6263

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	383
0.1-0.2	3049
0.2-0.3	9732
0.3-0.4	12601
0.4-0.5	2159
0.5-0.6	1985
0.6-0.7	891
0.7-0.8	90
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	0.7955	NPC477979
Intermediate Similarity	0.7838	NPC36405
Intermediate Similarity	0.7788	NPC132539
Intermediate Similarity	0.7783	NPC118940
Intermediate Similarity	0.7644	NPC312645
Intermediate Similarity	0.7589	NPC89508
Intermediate Similarity	0.7569	NPC471944
Intermediate Similarity	0.7546	NPC141454
Intermediate Similarity	0.7468	NPC194740
Intermediate Similarity	0.7453	NPC160381
Intermediate Similarity	0.7444	NPC266249
Intermediate Similarity	0.7421	NPC165599
Intermediate Similarity	0.7406	NPC133003
Intermediate Similarity	0.7404	NPC267853
Intermediate Similarity	0.7384	NPC316411
Intermediate Similarity	0.7383	NPC63199
Intermediate Similarity	0.7383	NPC102338
Intermediate Similarity	0.7383	NPC111602
Intermediate Similarity	0.7383	NPC196251
Intermediate Similarity	0.7381	NPC469896
Intermediate Similarity	0.7378	NPC123839
Intermediate Similarity	0.7373	NPC244897
Intermediate Similarity	0.7371	NPC229893
Intermediate Similarity	0.7345	NPC82370
Intermediate Similarity	0.7339	NPC102592
Intermediate Similarity	0.7339	NPC79356
Intermediate Similarity	0.7336	NPC305984
Intermediate Similarity	0.7321	NPC244741
Intermediate Similarity	0.7316	NPC323969
Intermediate Similarity	0.7309	NPC473239
Intermediate Similarity	0.7294	NPC220151
Intermediate Similarity	0.7294	NPC19692
Intermediate Similarity	0.7277	NPC277350
Intermediate Similarity	0.7257	NPC315062
Intermediate Similarity	0.725	NPC15801
Intermediate Similarity	0.7249	NPC478157
Intermediate Similarity	0.7203	NPC192712
Intermediate Similarity	0.7181	NPC478158
Intermediate Similarity	0.7179	NPC478141
Intermediate Similarity	0.7169	NPC269886
Intermediate Similarity	0.7169	NPC472295
Intermediate Similarity	0.7169	NPC247735
Intermediate Similarity	0.7169	NPC472210
Intermediate Similarity	0.7169	NPC81802
Intermediate Similarity	0.7167	NPC272174
Intermediate Similarity	0.7155	NPC303658
Intermediate Similarity	0.715	NPC470205
Intermediate Similarity	0.7143	NPC57398
Intermediate Similarity	0.7143	NPC161861
Intermediate Similarity	0.7143	NPC148183
Intermediate Similarity	0.7143	NPC152768
Intermediate Similarity	0.7137	NPC474896
Intermediate Similarity	0.7136	NPC91179
Intermediate Similarity	0.7131	NPC157931
Intermediate Similarity	0.7117	NPC67288
Intermediate Similarity	0.7112	NPC472285
Intermediate Similarity	0.711	NPC324091
Intermediate Similarity	0.7107	NPC184680
Intermediate Similarity	0.7106	NPC31097
Intermediate Similarity	0.7104	NPC245916
Intermediate Similarity	0.7101	NPC471762
Intermediate Similarity	0.7101	NPC33949
Intermediate Similarity	0.7093	NPC321428
Intermediate Similarity	0.7093	NPC270918
Intermediate Similarity	0.7089	NPC219336
Intermediate Similarity	0.7078	NPC470785
Intermediate Similarity	0.7069	NPC322064
Intermediate Similarity	0.7068	NPC14812
Intermediate Similarity	0.7066	NPC57453
Intermediate Similarity	0.7054	NPC128265
Intermediate Similarity	0.7054	NPC294909
Intermediate Similarity	0.7054	NPC214428
Intermediate Similarity	0.7054	NPC254240
Intermediate Similarity	0.7054	NPC312870
Intermediate Similarity	0.7054	NPC199851
Intermediate Similarity	0.7045	NPC55493
Intermediate Similarity	0.7042	NPC217372
Intermediate Similarity	0.7042	NPC260434
Intermediate Similarity	0.7042	NPC183662
Intermediate Similarity	0.7042	NPC15573
Intermediate Similarity	0.7035	NPC317701
Intermediate Similarity	0.7033	NPC470509
Intermediate Similarity	0.7032	NPC329858
Intermediate Similarity	0.7029	NPC66777
Intermediate Similarity	0.7027	NPC472116
Intermediate Similarity	0.7025	NPC39370
Intermediate Similarity	0.7018	NPC243850
Intermediate Similarity	0.7012	NPC473186
Intermediate Similarity	0.7009	NPC281049
Intermediate Similarity	0.7008	NPC470784
Remote Similarity	0.6991	NPC143533
Remote Similarity	0.6987	NPC257851
Remote Similarity	0.6986	NPC175474
Remote Similarity	0.6983	NPC472291
Remote Similarity	0.6983	NPC39500
Remote Similarity	0.6971	NPC475969
Remote Similarity	0.6971	NPC475859
Remote Similarity	0.6971	NPC474877
Remote Similarity	0.6967	NPC104712
Remote Similarity	0.6967	NPC184225
Remote Similarity	0.6958	NPC311906
Remote Similarity	0.6955	NPC314333
Remote Similarity	0.6951	NPC472293
Remote Similarity	0.6939	NPC101350
Remote Similarity	0.6933	NPC123395
Remote Similarity	0.6929	NPC470730
Remote Similarity	0.6929	NPC477175
Remote Similarity	0.6929	NPC470729
Remote Similarity	0.6929	NPC477176
Remote Similarity	0.6923	NPC138370
Remote Similarity	0.6916	NPC162730
Remote Similarity	0.6916	NPC84347
Remote Similarity	0.6914	NPC63279
Remote Similarity	0.6907	NPC288987
Remote Similarity	0.6904	NPC21638
Remote Similarity	0.6901	NPC477177
Remote Similarity	0.6901	NPC252572
Remote Similarity	0.69	NPC471191
Remote Similarity	0.69	NPC300156
Remote Similarity	0.6898	NPC235685
Remote Similarity	0.6895	NPC135601
Remote Similarity	0.6895	NPC141612
Remote Similarity	0.6895	NPC17273
Remote Similarity	0.6892	NPC472292
Remote Similarity	0.6891	NPC144452
Remote Similarity	0.689	NPC478083
Remote Similarity	0.689	NPC53534
Remote Similarity	0.6887	NPC471943
Remote Similarity	0.6886	NPC476098
Remote Similarity	0.6885	NPC297642
Remote Similarity	0.688	NPC118228
Remote Similarity	0.6878	NPC472112
Remote Similarity	0.6875	NPC24370
Remote Similarity	0.6875	NPC319232
Remote Similarity	0.6872	NPC98864
Remote Similarity	0.6872	NPC165743
Remote Similarity	0.687	NPC4687
Remote Similarity	0.687	NPC54420
Remote Similarity	0.6867	NPC75726
Remote Similarity	0.6867	NPC31385
Remote Similarity	0.6867	NPC110602
Remote Similarity	0.6867	NPC473493
Remote Similarity	0.6867	NPC75634
Remote Similarity	0.6864	NPC184408
Remote Similarity	0.6864	NPC473041
Remote Similarity	0.6864	NPC96321
Remote Similarity	0.686	NPC152620
Remote Similarity	0.6858	NPC192674
Remote Similarity	0.6858	NPC472296
Remote Similarity	0.6858	NPC472297
Remote Similarity	0.6858	NPC241024
Remote Similarity	0.6857	NPC8104
Remote Similarity	0.6856	NPC473376
Remote Similarity	0.6846	NPC304307
Remote Similarity	0.6846	NPC476491
Remote Similarity	0.6846	NPC34580
Remote Similarity	0.6846	NPC118559
Remote Similarity	0.6846	NPC124920
Remote Similarity	0.6846	NPC478078
Remote Similarity	0.6846	NPC261251
Remote Similarity	0.6844	NPC284888
Remote Similarity	0.6842	NPC474116
Remote Similarity	0.684	NPC470280
Remote Similarity	0.684	NPC39679
Remote Similarity	0.6838	NPC54744
Remote Similarity	0.6833	NPC221873
Remote Similarity	0.6831	NPC474688
Remote Similarity	0.6825	NPC165964
Remote Similarity	0.6822	NPC471197
Remote Similarity	0.6818	NPC100547
Remote Similarity	0.6818	NPC274640
Remote Similarity	0.6816	NPC472113
Remote Similarity	0.6814	NPC131887
Remote Similarity	0.681	NPC162860
Remote Similarity	0.6807	NPC472099
Remote Similarity	0.6806	NPC28848
Remote Similarity	0.6806	NPC14325
Remote Similarity	0.6805	NPC214142
Remote Similarity	0.6804	NPC21429
Remote Similarity	0.6803	NPC196718
Remote Similarity	0.6802	NPC83111
Remote Similarity	0.6795	NPC318299
Remote Similarity	0.6795	NPC153980
Remote Similarity	0.6795	NPC471194
Remote Similarity	0.6795	NPC471193
Remote Similarity	0.6795	NPC6865
Remote Similarity	0.6793	NPC471198
Remote Similarity	0.6792	NPC475271
Remote Similarity	0.6792	NPC51388
Remote Similarity	0.679	NPC322135
Remote Similarity	0.679	NPC223409
Remote Similarity	0.679	NPC95240
Remote Similarity	0.6787	NPC17059
Remote Similarity	0.6784	NPC74413
Remote Similarity	0.6784	NPC303374
Remote Similarity	0.678	NPC471192
Remote Similarity	0.678	NPC85702
Remote Similarity	0.6776	NPC323752
Remote Similarity	0.6776	NPC323198
Remote Similarity	0.6774	NPC475816

Drug Structure

NPD6263 OpenBabel08211709092D 36 40 0 0 0 0 0 0 0 0999 V2000 -8.4735 -4.8715 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9781 -0.2079 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4781 -1.0739 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7026 1.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.8366 0.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7026 -4.5055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.4781 0.6581 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5686 -5.0055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7026 -3.5055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4781 -1.0739 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5686 0.9945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9706 1.4945 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7026 -0.5055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4347 -0.5055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7026 -1.5055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4347 -1.5055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.3857 -3.1965 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4781 0.6581 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4347 -3.5055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.4347 -4.5055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.9735 -4.0055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.5686 -3.0055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9781 -0.2079 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8090 1.4013 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9735 -4.0055 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.3857 -4.8145 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.5686 -0.0055 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.5686 -2.0055 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.1045 0.9945 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.0169 2.3794 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.4735 -3.1395 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.9781 -0.2079 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.3090 -0.9511 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.4735 -4.8715 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -5.6947 -5.7656 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 34 1 0 0 0 0 2 3 2 0 0 0 0 2 7 1 0 0 0 0 3 10 1 0 0 0 0 4 5 1 0 0 0 0 4 11 1 0 0 0 0 5 12 1 0 0 0 0 6 8 2 0 0 0 0 6 9 1 0 0 0 0 7 18 2 0 0 0 0 8 20 1 0 0 0 0 9 22 2 0 0 0 0 10 23 2 0 0 0 0 11 27 1 0 0 0 0 12 29 1 0 0 0 0 13 15 1 0 0 0 0 13 27 1 0 0 0 0 14 16 1 0 0 0 0 14 27 1 0 0 0 0 15 28 1 0 0 0 0 16 28 1 0 0 0 0 17 19 1 0 0 0 0 17 21 2 0 0 0 0 18 23 1 0 0 0 0 18 24 1 0 0 0 0 19 20 2 0 0 0 0 19 22 1 0 0 0 0 20 26 1 0 0 0 0 21 25 1 0 0 0 0 21 26 1 0 0 0 0 22 28 1 0 0 0 0 23 35 1 0 0 0 0 24 29 1 0 0 0 0 24 30 2 0 0 0 0 25 31 2 0 0 0 0 25 34 1 0 0 0 0 26 36 1 0 0 0 0 29 35 1 0 0 0 0 32 35 2 0 0 0 0 33 35 2 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC001314
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	3037456
ChEBI
CAS Number

Drug Properties

Molecular Weight	496.18
ALogP	-1.9492
MLogP	3.11
XLogP	2.759
HDA	9
HBD	1
Rotatable Bonds	9
TPSA	111.4
RO5 Violation	0