NPASS drugs

Drug Information

Drug ID:	NPD5997
Drug Name:	PNU-142633
Molecular Formula:	C24H30N4O3
Canonical SMILES:	CNC(=O)c1ccc2c(c1)CCO[C@H]2CCN1CCN(CC1)c1ccc(cc1)C(=O)N
Standard InCHI:	InChI=1S/C24H30N4O3/c1-26-24(30)19-4-7-21-18(16-19)9-15-31-22(21)8-10-27-11-13-28(14-12-27)20-5-2-17(3-6-20)23(25)29/h2-7,16,22H,8-15H2,1H3,(H2,25,29)(H,26,30)/t22-/m0/s1
Standard InCHIKey:	PNTVCCRNJOGKGA-QFIPXVFZSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5997

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	210
0.1-0.2	998
0.2-0.3	3595
0.3-0.4	8875
0.4-0.5	10911
0.5-0.6	5481
0.6-0.7	789
0.7-0.8	31
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	0.7418	NPC470317
Intermediate Similarity	0.7405	NPC477998
Intermediate Similarity	0.7337	NPC49184
Intermediate Similarity	0.7333	NPC471743
Intermediate Similarity	0.7318	NPC214626
Intermediate Similarity	0.7318	NPC251212
Intermediate Similarity	0.7318	NPC139085
Intermediate Similarity	0.7317	NPC319645
Intermediate Similarity	0.7222	NPC307640
Intermediate Similarity	0.7222	NPC96901
Intermediate Similarity	0.7207	NPC469915
Intermediate Similarity	0.7181	NPC313293
Intermediate Similarity	0.7143	NPC308197
Intermediate Similarity	0.7135	NPC242000
Intermediate Similarity	0.7134	NPC173295
Intermediate Similarity	0.7097	NPC471742
Intermediate Similarity	0.7083	NPC472241
Intermediate Similarity	0.7071	NPC308943
Intermediate Similarity	0.7066	NPC472243
Intermediate Similarity	0.7056	NPC470971
Intermediate Similarity	0.7051	NPC226143
Intermediate Similarity	0.7049	NPC203202
Intermediate Similarity	0.7049	NPC264482
Intermediate Similarity	0.7026	NPC138830
Intermediate Similarity	0.7026	NPC67904
Intermediate Similarity	0.7022	NPC176983
Intermediate Similarity	0.7011	NPC260075
Intermediate Similarity	0.7	NPC279527
Intermediate Similarity	0.7	NPC105055
Intermediate Similarity	0.7	NPC214960
Intermediate Similarity	0.7	NPC22689
Remote Similarity	0.6985	NPC222561
Remote Similarity	0.697	NPC268077
Remote Similarity	0.6968	NPC322621
Remote Similarity	0.6966	NPC248117
Remote Similarity	0.6959	NPC472242
Remote Similarity	0.6954	NPC314223
Remote Similarity	0.695	NPC285192
Remote Similarity	0.6949	NPC61013
Remote Similarity	0.6927	NPC471197
Remote Similarity	0.6923	NPC100863
Remote Similarity	0.6923	NPC71124
Remote Similarity	0.6919	NPC207971
Remote Similarity	0.6919	NPC186669
Remote Similarity	0.6912	NPC477979
Remote Similarity	0.691	NPC193410
Remote Similarity	0.6906	NPC472114
Remote Similarity	0.6906	NPC472115
Remote Similarity	0.6902	NPC470548
Remote Similarity	0.6897	NPC473329
Remote Similarity	0.6895	NPC21425
Remote Similarity	0.6893	NPC471198
Remote Similarity	0.6893	NPC29285
Remote Similarity	0.689	NPC231382
Remote Similarity	0.6888	NPC5374
Remote Similarity	0.6872	NPC162440
Remote Similarity	0.6862	NPC159963
Remote Similarity	0.6859	NPC316405
Remote Similarity	0.6854	NPC113946
Remote Similarity	0.6852	NPC250476
Remote Similarity	0.6842	NPC473615
Remote Similarity	0.6833	NPC99632
Remote Similarity	0.6833	NPC282339
Remote Similarity	0.6831	NPC472118
Remote Similarity	0.6829	NPC55470
Remote Similarity	0.6829	NPC472245
Remote Similarity	0.6816	NPC478075
Remote Similarity	0.6816	NPC477999
Remote Similarity	0.6806	NPC229484
Remote Similarity	0.6804	NPC254957
Remote Similarity	0.68	NPC329833
Remote Similarity	0.6796	NPC189116
Remote Similarity	0.6793	NPC471648
Remote Similarity	0.6791	NPC218594
Remote Similarity	0.6791	NPC6974
Remote Similarity	0.6791	NPC99043
Remote Similarity	0.6789	NPC259626
Remote Similarity	0.6788	NPC25401
Remote Similarity	0.6788	NPC314098
Remote Similarity	0.6778	NPC474058
Remote Similarity	0.6778	NPC93653
Remote Similarity	0.6777	NPC115588
Remote Similarity	0.6776	NPC223595
Remote Similarity	0.6776	NPC167724
Remote Similarity	0.6776	NPC224970
Remote Similarity	0.6771	NPC292675
Remote Similarity	0.6769	NPC230313
Remote Similarity	0.6769	NPC198205
Remote Similarity	0.6769	NPC21483
Remote Similarity	0.6765	NPC242933
Remote Similarity	0.676	NPC123241
Remote Similarity	0.6748	NPC298449
Remote Similarity	0.674	NPC293458
Remote Similarity	0.674	NPC286871
Remote Similarity	0.6737	NPC2933
Remote Similarity	0.6735	NPC470787
Remote Similarity	0.6735	NPC472540
Remote Similarity	0.6735	NPC245916
Remote Similarity	0.6735	NPC472539
Remote Similarity	0.6728	NPC192533
Remote Similarity	0.6722	NPC471122
Remote Similarity	0.6721	NPC182131
Remote Similarity	0.6719	NPC14994
Remote Similarity	0.6702	NPC473007
Remote Similarity	0.6702	NPC321211
Remote Similarity	0.6701	NPC472542
Remote Similarity	0.6701	NPC472541
Remote Similarity	0.6701	NPC198390
Remote Similarity	0.67	NPC475223
Remote Similarity	0.6687	NPC470343
Remote Similarity	0.6687	NPC472244
Remote Similarity	0.6685	NPC309531
Remote Similarity	0.6685	NPC225319
Remote Similarity	0.6685	NPC472102
Remote Similarity	0.6684	NPC256288
Remote Similarity	0.6667	NPC112752
Remote Similarity	0.6667	NPC122235
Remote Similarity	0.6667	NPC246983
Remote Similarity	0.6667	NPC471124
Remote Similarity	0.6667	NPC476425
Remote Similarity	0.6667	NPC473004
Remote Similarity	0.6667	NPC150863
Remote Similarity	0.6667	NPC311054
Remote Similarity	0.6667	NPC475448
Remote Similarity	0.6667	NPC253476
Remote Similarity	0.6667	NPC472106
Remote Similarity	0.6651	NPC248601
Remote Similarity	0.6649	NPC45389
Remote Similarity	0.6649	NPC97584
Remote Similarity	0.6649	NPC473298
Remote Similarity	0.6633	NPC90358
Remote Similarity	0.6633	NPC107828
Remote Similarity	0.6627	NPC280807
Remote Similarity	0.6627	NPC314431
Remote Similarity	0.6626	NPC285394
Remote Similarity	0.6618	NPC100573
Remote Similarity	0.6618	NPC207873
Remote Similarity	0.6615	NPC22476
Remote Similarity	0.6613	NPC318183
Remote Similarity	0.6605	NPC26285
Remote Similarity	0.6603	NPC244425
Remote Similarity	0.6603	NPC15384
Remote Similarity	0.6601	NPC225400
Remote Similarity	0.6601	NPC477161
Remote Similarity	0.6597	NPC314659
Remote Similarity	0.6596	NPC84347
Remote Similarity	0.6593	NPC320064
Remote Similarity	0.6592	NPC478076
Remote Similarity	0.6591	NPC151171
Remote Similarity	0.6584	NPC41216
Remote Similarity	0.658	NPC160381
Remote Similarity	0.6579	NPC222524
Remote Similarity	0.6578	NPC177261
Remote Similarity	0.6576	NPC299582
Remote Similarity	0.657	NPC159815
Remote Similarity	0.6569	NPC471155
Remote Similarity	0.6569	NPC472538
Remote Similarity	0.6569	NPC470786
Remote Similarity	0.6568	NPC266425
Remote Similarity	0.6567	NPC136573
Remote Similarity	0.6567	NPC176371
Remote Similarity	0.6567	NPC232600
Remote Similarity	0.6566	NPC303214
Remote Similarity	0.6564	NPC473008
Remote Similarity	0.6561	NPC285941
Remote Similarity	0.6561	NPC57051
Remote Similarity	0.6557	NPC472101
Remote Similarity	0.6557	NPC253667
Remote Similarity	0.6557	NPC35510
Remote Similarity	0.6557	NPC472120
Remote Similarity	0.6553	NPC25961
Remote Similarity	0.655	NPC281104
Remote Similarity	0.655	NPC123395
Remote Similarity	0.6546	NPC181928
Remote Similarity	0.6545	NPC197335
Remote Similarity	0.6545	NPC288305
Remote Similarity	0.6541	NPC471652
Remote Similarity	0.6538	NPC36495
Remote Similarity	0.6538	NPC471741
Remote Similarity	0.6537	NPC270241
Remote Similarity	0.6532	NPC471164
Remote Similarity	0.6532	NPC43477
Remote Similarity	0.6531	NPC203628
Remote Similarity	0.6528	NPC52262
Remote Similarity	0.6526	NPC475094
Remote Similarity	0.6524	NPC226794
Remote Similarity	0.6519	NPC36836
Remote Similarity	0.6519	NPC63370
Remote Similarity	0.6515	NPC243626
Remote Similarity	0.651	NPC477159
Remote Similarity	0.6509	NPC472099
Remote Similarity	0.6508	NPC475607
Remote Similarity	0.6508	NPC129624
Remote Similarity	0.6508	NPC476441
Remote Similarity	0.6503	NPC268534
Remote Similarity	0.65	NPC234933
Remote Similarity	0.6495	NPC87391
Remote Similarity	0.6493	NPC77777
Remote Similarity	0.6492	NPC85613
Remote Similarity	0.6489	NPC285622

Drug Structure

NPD5997 OpenBabel08211708292D 34 37 0 0 1 0 0 0 0 0999 V2000 4.3301 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -6.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -4.5000 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 -4.3301 -5.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -4.0000 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 -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 -0.8660 -2.5000 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 -1.7321 -4.0000 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 -2.5981 -4.5000 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 2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -5.5000 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 2.5981 -2.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -4.5000 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 -0.0000 -1.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -6.9282 -6.0000 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 -6.9282 -7.0000 0.0000 N 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 -1.7321 -3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -4.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 -5.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -4.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -7.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 -7.5000 0.0000 H 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 1 26 1 0 0 0 0 2 5 1 0 0 0 0 2 17 2 0 0 0 0 3 6 2 0 0 0 0 3 17 1 0 0 0 0 4 7 1 0 0 0 0 4 19 2 0 0 0 0 5 20 2 0 0 0 0 6 20 1 0 0 0 0 7 21 2 0 0 0 0 8 10 1 0 0 0 0 9 15 1 0 0 0 0 9 18 1 0 0 0 0 10 27 1 0 0 0 0 11 13 1 0 0 0 0 11 27 1 0 0 0 0 12 14 1 0 0 0 0 12 27 1 0 0 0 0 13 28 1 0 0 0 0 14 28 1 0 0 0 0 15 31 1 0 0 0 0 16 18 2 0 0 0 0 16 19 1 0 0 0 0 17 23 1 0 0 0 0 18 21 1 0 0 0 0 19 24 1 0 0 0 0 20 28 1 0 0 0 0 21 22 1 0 0 0 0 22 8 1 6 0 0 0 22 31 1 0 0 0 0 23 25 1 0 0 0 0 23 29 2 0 0 0 0 24 26 1 0 0 0 0 24 30 2 0 0 0 0 25 32 1 0 0 0 0 25 33 1 0 0 0 0 26 34 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB001834
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	422.23
ALogP	-1.3082
MLogP	3.33
XLogP	1.891
HDA	7
HBD	2
Rotatable Bonds	9
TPSA	87.9
RO5 Violation	0