NPASS drugs

Drug Information

Drug ID:	NPD6021
Drug Name:
Molecular Formula:	C24H31N3O3
Canonical SMILES:	CNC(=O)c1ccc2c(c1)CCO[C@H]2CCN1CCN(CC1)c1ccc(cc1)OC
Standard InCHI:	InChI=1S/C24H31N3O3/c1-25-24(28)19-3-8-22-18(17-19)10-16-30-23(22)9-11-26-12-14-27(15-13-26)20-4-6-21(29-2)7-5-20/h3-8,17,23H,9-16H2,1-2H3,(H,25,28)/t23-/m0/s1
Standard InCHIKey:	UDLSEQDYARNKTL-QHCPKHFHSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6021

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	246
0.1-0.2	1126
0.2-0.3	4203
0.3-0.4	8199
0.4-0.5	4984
0.5-0.6	10760
0.6-0.7	1314
0.7-0.8	58
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	0.7771	NPC93653
Intermediate Similarity	0.7668	NPC138830
Intermediate Similarity	0.7614	NPC478075
Intermediate Similarity	0.7553	NPC21425
Intermediate Similarity	0.7513	NPC268077
Intermediate Similarity	0.75	NPC230313
Intermediate Similarity	0.7474	NPC71124
Intermediate Similarity	0.7473	NPC471648
Intermediate Similarity	0.7462	NPC207971
Intermediate Similarity	0.7447	NPC473007
Intermediate Similarity	0.7437	NPC308943
Intermediate Similarity	0.7436	NPC5374
Intermediate Similarity	0.7398	NPC67904
Intermediate Similarity	0.7396	NPC473004
Intermediate Similarity	0.7385	NPC100863
Intermediate Similarity	0.7358	NPC254957
Intermediate Similarity	0.735	NPC222561
Intermediate Similarity	0.734	NPC314659
Intermediate Similarity	0.732	NPC198401
Intermediate Similarity	0.7305	NPC266425
Intermediate Similarity	0.7292	NPC473008
Intermediate Similarity	0.7287	NPC197335
Intermediate Similarity	0.7253	NPC299582
Intermediate Similarity	0.7231	NPC243626
Intermediate Similarity	0.7202	NPC474059
Intermediate Similarity	0.7184	NPC55470
Intermediate Similarity	0.7177	NPC472099
Intermediate Similarity	0.7171	NPC159815
Intermediate Similarity	0.7151	NPC73280
Intermediate Similarity	0.7143	NPC207873
Intermediate Similarity	0.7143	NPC85613
Intermediate Similarity	0.7143	NPC222524
Intermediate Similarity	0.7143	NPC100573
Intermediate Similarity	0.7135	NPC87391
Intermediate Similarity	0.7129	NPC477161
Intermediate Similarity	0.7128	NPC285941
Intermediate Similarity	0.7121	NPC234933
Intermediate Similarity	0.7114	NPC41216
Intermediate Similarity	0.7113	NPC45389
Intermediate Similarity	0.7105	NPC288305
Intermediate Similarity	0.7101	NPC298449
Intermediate Similarity	0.7094	NPC198160
Intermediate Similarity	0.7092	NPC471825
Intermediate Similarity	0.7087	NPC10732
Intermediate Similarity	0.7085	NPC241263
Intermediate Similarity	0.7083	NPC49184
Intermediate Similarity	0.7073	NPC25961
Intermediate Similarity	0.7062	NPC477998
Intermediate Similarity	0.7059	NPC307640
Intermediate Similarity	0.7056	NPC157931
Intermediate Similarity	0.7053	NPC283810
Intermediate Similarity	0.7047	NPC116007
Intermediate Similarity	0.7035	NPC17677
Intermediate Similarity	0.7035	NPC193906
Intermediate Similarity	0.7035	NPC23080
Intermediate Similarity	0.7027	NPC471652
Intermediate Similarity	0.7026	NPC473569
Intermediate Similarity	0.7024	NPC477160
Remote Similarity	0.699	NPC22476
Remote Similarity	0.699	NPC1820
Remote Similarity	0.6989	NPC471651
Remote Similarity	0.6984	NPC471743
Remote Similarity	0.698	NPC473005
Remote Similarity	0.6979	NPC99723
Remote Similarity	0.6971	NPC473006
Remote Similarity	0.6971	NPC308197
Remote Similarity	0.6966	NPC242000
Remote Similarity	0.6963	NPC115588
Remote Similarity	0.6963	NPC5167
Remote Similarity	0.6963	NPC70092
Remote Similarity	0.694	NPC301163
Remote Similarity	0.6934	NPC318525
Remote Similarity	0.6934	NPC10653
Remote Similarity	0.693	NPC476436
Remote Similarity	0.6927	NPC190461
Remote Similarity	0.6927	NPC472163
Remote Similarity	0.6923	NPC116178
Remote Similarity	0.6919	NPC77777
Remote Similarity	0.6915	NPC469671
Remote Similarity	0.6915	NPC126676
Remote Similarity	0.6908	NPC470020
Remote Similarity	0.6906	NPC119669
Remote Similarity	0.6897	NPC15987
Remote Similarity	0.689	NPC321166
Remote Similarity	0.689	NPC217903
Remote Similarity	0.6888	NPC169387
Remote Similarity	0.6888	NPC477259
Remote Similarity	0.6884	NPC122886
Remote Similarity	0.6875	NPC287588
Remote Similarity	0.6872	NPC83511
Remote Similarity	0.6872	NPC33902
Remote Similarity	0.6872	NPC276674
Remote Similarity	0.6866	NPC471762
Remote Similarity	0.6865	NPC199737
Remote Similarity	0.6856	NPC179704
Remote Similarity	0.6854	NPC323969
Remote Similarity	0.6853	NPC174629
Remote Similarity	0.6853	NPC208890
Remote Similarity	0.6848	NPC476443
Remote Similarity	0.6848	NPC133817
Remote Similarity	0.6847	NPC471489
Remote Similarity	0.6833	NPC154922
Remote Similarity	0.6831	NPC471649
Remote Similarity	0.6829	NPC475147
Remote Similarity	0.6828	NPC139506
Remote Similarity	0.6828	NPC292143
Remote Similarity	0.6825	NPC471604
Remote Similarity	0.6821	NPC249405
Remote Similarity	0.682	NPC257851
Remote Similarity	0.6814	NPC288759
Remote Similarity	0.6812	NPC90185
Remote Similarity	0.6804	NPC470317
Remote Similarity	0.68	NPC142385
Remote Similarity	0.6798	NPC127178
Remote Similarity	0.6792	NPC313327
Remote Similarity	0.6791	NPC251071
Remote Similarity	0.6791	NPC24954
Remote Similarity	0.6791	NPC153631
Remote Similarity	0.6787	NPC476220
Remote Similarity	0.6787	NPC160113
Remote Similarity	0.6784	NPC114039
Remote Similarity	0.6784	NPC206109
Remote Similarity	0.6782	NPC112937
Remote Similarity	0.6779	NPC475133
Remote Similarity	0.6778	NPC144863
Remote Similarity	0.6774	NPC176983
Remote Similarity	0.6773	NPC49547
Remote Similarity	0.6773	NPC476429
Remote Similarity	0.6772	NPC471778
Remote Similarity	0.6771	NPC151171
Remote Similarity	0.6768	NPC5630
Remote Similarity	0.6768	NPC166979
Remote Similarity	0.6766	NPC477258
Remote Similarity	0.6763	NPC173295
Remote Similarity	0.6762	NPC264176
Remote Similarity	0.6762	NPC472098
Remote Similarity	0.6757	NPC29647
Remote Similarity	0.6756	NPC72905
Remote Similarity	0.675	NPC302001
Remote Similarity	0.6749	NPC212163
Remote Similarity	0.6748	NPC301292
Remote Similarity	0.6748	NPC87714
Remote Similarity	0.6748	NPC313112
Remote Similarity	0.6746	NPC471304
Remote Similarity	0.6745	NPC148183
Remote Similarity	0.6745	NPC152768
Remote Similarity	0.6743	NPC471316
Remote Similarity	0.6742	NPC329631
Remote Similarity	0.674	NPC120239
Remote Similarity	0.674	NPC144691
Remote Similarity	0.674	NPC470019
Remote Similarity	0.6738	NPC204867
Remote Similarity	0.6737	NPC112336
Remote Similarity	0.6737	NPC474814
Remote Similarity	0.6729	NPC288110
Remote Similarity	0.6725	NPC231382
Remote Similarity	0.6723	NPC470925
Remote Similarity	0.672	NPC79328
Remote Similarity	0.6717	NPC320088
Remote Similarity	0.6717	NPC477186
Remote Similarity	0.6715	NPC195787
Remote Similarity	0.6715	NPC246140
Remote Similarity	0.6715	NPC45190
Remote Similarity	0.6714	NPC82541
Remote Similarity	0.6714	NPC195636
Remote Similarity	0.6714	NPC305984
Remote Similarity	0.6714	NPC126556
Remote Similarity	0.6713	NPC216612
Remote Similarity	0.6712	NPC66777
Remote Similarity	0.6703	NPC92541
Remote Similarity	0.6702	NPC139085
Remote Similarity	0.6702	NPC251212
Remote Similarity	0.6702	NPC214626
Remote Similarity	0.6702	NPC96901
Remote Similarity	0.6701	NPC262725
Remote Similarity	0.6701	NPC241704
Remote Similarity	0.67	NPC204970
Remote Similarity	0.6699	NPC473460
Remote Similarity	0.6697	NPC470018
Remote Similarity	0.6686	NPC250476
Remote Similarity	0.6685	NPC90844
Remote Similarity	0.6685	NPC95075
Remote Similarity	0.6685	NPC253883
Remote Similarity	0.6684	NPC469915
Remote Similarity	0.6684	NPC7393
Remote Similarity	0.6683	NPC312531
Remote Similarity	0.6683	NPC283207
Remote Similarity	0.6683	NPC295676
Remote Similarity	0.6682	NPC223242
Remote Similarity	0.6682	NPC322482
Remote Similarity	0.6682	NPC96321
Remote Similarity	0.6681	NPC113455
Remote Similarity	0.6667	NPC234772
Remote Similarity	0.6667	NPC203972
Remote Similarity	0.6667	NPC476258
Remote Similarity	0.6667	NPC304837
Remote Similarity	0.6667	NPC476569
Remote Similarity	0.6667	NPC279527
Remote Similarity	0.6667	NPC74575
Remote Similarity	0.6667	NPC214960

Drug Structure

NPD6021 OpenBabel08211708292D 31 34 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 7.7942 -5.5000 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 5.1962 -4.0000 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 6.0622 -4.5000 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 -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 -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 6.0622 -5.5000 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 -3.4641 -3.0000 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 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 -3.4641 -4.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -6.0000 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 -5.1962 -3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 25 1 0 0 0 0 2 29 1 0 0 0 0 3 8 1 0 0 0 0 3 19 2 0 0 0 0 4 6 1 0 0 0 0 4 20 2 0 0 0 0 5 7 2 0 0 0 0 5 20 1 0 0 0 0 6 21 2 0 0 0 0 7 21 1 0 0 0 0 8 22 2 0 0 0 0 9 11 1 0 0 0 0 10 16 1 0 0 0 0 10 18 1 0 0 0 0 11 26 1 0 0 0 0 12 14 1 0 0 0 0 12 26 1 0 0 0 0 13 15 1 0 0 0 0 13 26 1 0 0 0 0 14 27 1 0 0 0 0 15 27 1 0 0 0 0 16 30 1 0 0 0 0 17 18 2 0 0 0 0 17 19 1 0 0 0 0 18 22 1 0 0 0 0 19 24 1 0 0 0 0 20 27 1 0 0 0 0 21 29 1 0 0 0 0 22 23 1 0 0 0 0 23 9 1 1 0 0 0 23 30 1 0 0 0 0 24 25 1 0 0 0 0 24 28 2 0 0 0 0 25 31 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB004282
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	9909448
ChEBI
CAS Number

Drug Properties

Molecular Weight	409.24
ALogP	-0.7252
MLogP	3.44
XLogP	2.938
HDA	5
HBD	1
Rotatable Bonds	9
TPSA	54.04
RO5 Violation	0