NPASS drugs

Drug Information

Drug ID:	NPD4081
Drug Name:
Molecular Formula:	C20H25N3O3
Canonical SMILES:	C[C@H](CC(=O)O)COc1ccc(cc1)N1CCN(CC1)c1ccncc1
Standard InCHI:	InChI=1S/C20H25N3O3/c1-16(14-20(24)25)15-26-19-4-2-17(3-5-19)22-10-12-23(13-11-22)18-6-8-21-9-7-18/h2-9,16H,10-15H2,1H3,(H,24,25)/t16-/m1/s1
Standard InCHIKey:	RVVTUJLHUHZYOD-MRXNPFEDSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4081

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	196
0.1-0.2	2052
0.2-0.3	10122
0.3-0.4	3850
0.4-0.5	11274
0.5-0.6	2427
0.6-0.7	919
0.7-0.8	50
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	0.7784	NPC219963
Intermediate Similarity	0.7692	NPC14651
Intermediate Similarity	0.7692	NPC121658
Intermediate Similarity	0.7688	NPC161887
Intermediate Similarity	0.7688	NPC266551
Intermediate Similarity	0.7637	NPC476518
Intermediate Similarity	0.7626	NPC329708
Intermediate Similarity	0.7626	NPC47059
Intermediate Similarity	0.7626	NPC118832
Intermediate Similarity	0.7626	NPC274291
Intermediate Similarity	0.7626	NPC264166
Intermediate Similarity	0.7626	NPC165349
Intermediate Similarity	0.7537	NPC472098
Intermediate Similarity	0.7459	NPC111624
Intermediate Similarity	0.7385	NPC226202
Intermediate Similarity	0.7377	NPC471178
Intermediate Similarity	0.7376	NPC193238
Intermediate Similarity	0.7363	NPC124542
Intermediate Similarity	0.7363	NPC59779
Intermediate Similarity	0.7363	NPC471177
Intermediate Similarity	0.7356	NPC197141
Intermediate Similarity	0.7327	NPC472111
Intermediate Similarity	0.7308	NPC25899
Intermediate Similarity	0.7296	NPC289786
Intermediate Similarity	0.7292	NPC20249
Intermediate Similarity	0.7216	NPC74382
Intermediate Similarity	0.7216	NPC206251
Intermediate Similarity	0.7204	NPC472099
Intermediate Similarity	0.7174	NPC48192
Intermediate Similarity	0.7174	NPC177404
Intermediate Similarity	0.7122	NPC316403
Intermediate Similarity	0.7114	NPC287437
Intermediate Similarity	0.7087	NPC82548
Intermediate Similarity	0.705	NPC473053
Intermediate Similarity	0.7035	NPC307963
Intermediate Similarity	0.703	NPC4071
Intermediate Similarity	0.703	NPC476578
Intermediate Similarity	0.703	NPC476582
Intermediate Similarity	0.7028	NPC314270
Intermediate Similarity	0.7027	NPC285635
Intermediate Similarity	0.7019	NPC290689
Intermediate Similarity	0.7014	NPC152768
Intermediate Similarity	0.7014	NPC148183
Intermediate Similarity	0.7009	NPC60621
Intermediate Similarity	0.7005	NPC186351
Intermediate Similarity	0.7005	NPC224327
Intermediate Similarity	0.7005	NPC110741
Intermediate Similarity	0.7	NPC151781
Intermediate Similarity	0.7	NPC316181
Intermediate Similarity	0.7	NPC74562
Remote Similarity	0.6995	NPC313804
Remote Similarity	0.6995	NPC315957
Remote Similarity	0.6995	NPC315804
Remote Similarity	0.699	NPC470164
Remote Similarity	0.699	NPC323345
Remote Similarity	0.6985	NPC133140
Remote Similarity	0.6985	NPC195268
Remote Similarity	0.6979	NPC283152
Remote Similarity	0.6974	NPC320394
Remote Similarity	0.697	NPC134079
Remote Similarity	0.6965	NPC251090
Remote Similarity	0.6963	NPC128115
Remote Similarity	0.6959	NPC470474
Remote Similarity	0.6959	NPC118776
Remote Similarity	0.6957	NPC315257
Remote Similarity	0.6954	NPC66083
Remote Similarity	0.6954	NPC325775
Remote Similarity	0.6952	NPC112206
Remote Similarity	0.6952	NPC264176
Remote Similarity	0.6952	NPC202605
Remote Similarity	0.6942	NPC16452
Remote Similarity	0.6942	NPC36229
Remote Similarity	0.6942	NPC476581
Remote Similarity	0.6938	NPC309845
Remote Similarity	0.6935	NPC92111
Remote Similarity	0.6931	NPC267928
Remote Similarity	0.6931	NPC156704
Remote Similarity	0.6931	NPC90229
Remote Similarity	0.6927	NPC471323
Remote Similarity	0.6926	NPC472435
Remote Similarity	0.6923	NPC287208
Remote Similarity	0.6919	NPC476287
Remote Similarity	0.6914	NPC328029
Remote Similarity	0.6912	NPC176538
Remote Similarity	0.6908	NPC474145
Remote Similarity	0.6908	NPC475841
Remote Similarity	0.6903	NPC316224
Remote Similarity	0.6898	NPC216612
Remote Similarity	0.689	NPC469589
Remote Similarity	0.689	NPC174672
Remote Similarity	0.6888	NPC284559
Remote Similarity	0.6884	NPC76748
Remote Similarity	0.6875	NPC313189
Remote Similarity	0.6869	NPC328798
Remote Similarity	0.6866	NPC322482
Remote Similarity	0.6862	NPC97367
Remote Similarity	0.6859	NPC258773
Remote Similarity	0.6851	NPC220523
Remote Similarity	0.685	NPC127647
Remote Similarity	0.6848	NPC26872
Remote Similarity	0.6839	NPC203754
Remote Similarity	0.6839	NPC150048
Remote Similarity	0.6838	NPC472436
Remote Similarity	0.6837	NPC322043
Remote Similarity	0.6837	NPC193267
Remote Similarity	0.6837	NPC213530
Remote Similarity	0.6834	NPC296527
Remote Similarity	0.6829	NPC329793
Remote Similarity	0.6829	NPC477019
Remote Similarity	0.6828	NPC26850
Remote Similarity	0.6828	NPC75179
Remote Similarity	0.6822	NPC469727
Remote Similarity	0.6818	NPC194040
Remote Similarity	0.6814	NPC99891
Remote Similarity	0.6812	NPC161801
Remote Similarity	0.681	NPC174758
Remote Similarity	0.6798	NPC472434
Remote Similarity	0.6796	NPC31930
Remote Similarity	0.6794	NPC475835
Remote Similarity	0.6792	NPC202768
Remote Similarity	0.6792	NPC296482
Remote Similarity	0.6792	NPC53069
Remote Similarity	0.6791	NPC173080
Remote Similarity	0.6791	NPC84508
Remote Similarity	0.6791	NPC96321
Remote Similarity	0.6786	NPC295228
Remote Similarity	0.6777	NPC470020
Remote Similarity	0.6777	NPC471304
Remote Similarity	0.6774	NPC310118
Remote Similarity	0.6772	NPC473057
Remote Similarity	0.6762	NPC475910
Remote Similarity	0.6762	NPC477111
Remote Similarity	0.6759	NPC17565
Remote Similarity	0.6759	NPC168209
Remote Similarity	0.6757	NPC107287
Remote Similarity	0.6753	NPC288943
Remote Similarity	0.6751	NPC327373
Remote Similarity	0.6751	NPC325093
Remote Similarity	0.675	NPC182814
Remote Similarity	0.6748	NPC121772
Remote Similarity	0.6748	NPC19872
Remote Similarity	0.6735	NPC222592
Remote Similarity	0.6735	NPC168486
Remote Similarity	0.6731	NPC475774
Remote Similarity	0.6729	NPC146976
Remote Similarity	0.6726	NPC474192
Remote Similarity	0.6726	NPC475720
Remote Similarity	0.6723	NPC29702
Remote Similarity	0.6715	NPC470586
Remote Similarity	0.6714	NPC53344
Remote Similarity	0.6714	NPC135549
Remote Similarity	0.67	NPC329541
Remote Similarity	0.67	NPC103230
Remote Similarity	0.6699	NPC475070
Remote Similarity	0.6699	NPC289086
Remote Similarity	0.6698	NPC288349
Remote Similarity	0.6698	NPC167860
Remote Similarity	0.6698	NPC123976
Remote Similarity	0.6697	NPC110151
Remote Similarity	0.6696	NPC96584
Remote Similarity	0.6696	NPC255800
Remote Similarity	0.6684	NPC263439
Remote Similarity	0.6684	NPC249614
Remote Similarity	0.6684	NPC253810
Remote Similarity	0.6683	NPC318020
Remote Similarity	0.6683	NPC211813
Remote Similarity	0.6682	NPC201508
Remote Similarity	0.6682	NPC317752
Remote Similarity	0.6682	NPC21638
Remote Similarity	0.6682	NPC236668
Remote Similarity	0.6682	NPC266931
Remote Similarity	0.6682	NPC471080
Remote Similarity	0.6682	NPC469592
Remote Similarity	0.6667	NPC249040
Remote Similarity	0.6667	NPC20593
Remote Similarity	0.6667	NPC234197
Remote Similarity	0.6667	NPC175150
Remote Similarity	0.6667	NPC243633
Remote Similarity	0.6667	NPC311906
Remote Similarity	0.6667	NPC208284
Remote Similarity	0.6652	NPC471004
Remote Similarity	0.6651	NPC54066
Remote Similarity	0.665	NPC320748
Remote Similarity	0.665	NPC127085
Remote Similarity	0.665	NPC324245
Remote Similarity	0.6648	NPC322488
Remote Similarity	0.6636	NPC171409
Remote Similarity	0.6636	NPC473822
Remote Similarity	0.6636	NPC292517
Remote Similarity	0.6636	NPC318299
Remote Similarity	0.6636	NPC96405
Remote Similarity	0.6636	NPC65277
Remote Similarity	0.6635	NPC32451
Remote Similarity	0.6635	NPC328559
Remote Similarity	0.6635	NPC232727
Remote Similarity	0.6634	NPC109922
Remote Similarity	0.6628	NPC151489
Remote Similarity	0.6622	NPC473105
Remote Similarity	0.662	NPC274982
Remote Similarity	0.662	NPC477110

Drug Structure

NPD4081 OpenBabel08211704332D 27 29 0 0 1 0 0 0 0 0999 V2000 -6.9282 -4.0000 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 -3.4641 -1.0000 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 -4.3301 -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 1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 0.5000 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 -1.5000 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 0.0000 -1.0000 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 -5.1962 -4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -4.5000 0.0000 C 0 0 2 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 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -2.5000 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 2.5981 1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -1.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -7.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -5.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -4.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2 4 1 0 0 0 0 2 17 2 0 0 0 0 3 5 2 0 0 0 0 3 17 1 0 0 0 0 4 19 2 0 0 0 0 5 19 1 0 0 0 0 6 8 1 0 0 0 0 6 18 2 0 0 0 0 7 9 2 0 0 0 0 7 18 1 0 0 0 0 8 21 2 0 0 0 0 9 21 1 0 0 0 0 10 12 1 0 0 0 0 10 22 1 0 0 0 0 11 13 1 0 0 0 0 11 22 1 0 0 0 0 12 23 1 0 0 0 0 13 23 1 0 0 0 0 14 16 1 0 0 0 0 14 20 1 0 0 0 0 15 16 1 0 0 0 0 15 26 1 0 0 0 0 16 1 1 1 0 0 0 17 22 1 0 0 0 0 18 23 1 0 0 0 0 19 26 1 0 0 0 0 20 24 2 0 0 0 0 20 25 1 0 0 0 0 25 27 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC004287
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	9906649
ChEBI
CAS Number

Drug Properties

Molecular Weight	355.19
ALogP	-0.1413
MLogP	3
XLogP	2.725
HDA	5
HBD	1
Rotatable Bonds	9
TPSA	65.9
RO5 Violation	0