NPASS drugs

Drug Information

Drug ID:	NPD4077
Drug Name:
Molecular Formula:	C20H25N3O2
Canonical SMILES:	OC(=Nc1ccccc1N)CCCCCNC(=O)c1ccc(cc1)C
Standard InCHI:	InChI=1S/C20H25N3O2/c1-15-10-12-16(13-11-15)20(25)22-14-6-2-3-9-19(24)23-18-8-5-4-7-17(18)21/h4-5,7-8,10-13H,2-3,6,9,14,21H2,1H3,(H,22,25)(H,23,24)
Standard InCHIKey:	VOPDXHFYDJAYNS-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4077

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	126
0.1-0.2	1151
0.2-0.3	6679
0.3-0.4	11188
0.4-0.5	8576
0.5-0.6	2677
0.6-0.7	454
0.7-0.8	39
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	0.7756	NPC189116
Intermediate Similarity	0.7698	NPC322433
Intermediate Similarity	0.7548	NPC84317
Intermediate Similarity	0.7534	NPC122553
Intermediate Similarity	0.7452	NPC154478
Intermediate Similarity	0.745	NPC472241
Intermediate Similarity	0.7413	NPC314431
Intermediate Similarity	0.7376	NPC474926
Intermediate Similarity	0.7338	NPC71684
Intermediate Similarity	0.7329	NPC162417
Intermediate Similarity	0.7329	NPC316104
Intermediate Similarity	0.7303	NPC472242
Intermediate Similarity	0.7267	NPC2823
Intermediate Similarity	0.7267	NPC316202
Intermediate Similarity	0.7244	NPC117032
Intermediate Similarity	0.72	NPC472243
Intermediate Similarity	0.7192	NPC207428
Intermediate Similarity	0.7181	NPC287358
Intermediate Similarity	0.7172	NPC472245
Intermediate Similarity	0.7169	NPC471743
Intermediate Similarity	0.7162	NPC300299
Intermediate Similarity	0.7161	NPC237649
Intermediate Similarity	0.7161	NPC300596
Intermediate Similarity	0.7103	NPC150863
Intermediate Similarity	0.7099	NPC138293
Intermediate Similarity	0.7099	NPC113056
Intermediate Similarity	0.7095	NPC253476
Intermediate Similarity	0.7091	NPC355
Intermediate Similarity	0.7071	NPC226143
Intermediate Similarity	0.7059	NPC314287
Intermediate Similarity	0.7055	NPC471130
Intermediate Similarity	0.7037	NPC88970
Intermediate Similarity	0.7032	NPC324445
Intermediate Similarity	0.7024	NPC14849
Intermediate Similarity	0.7021	NPC279385
Intermediate Similarity	0.7021	NPC179605
Intermediate Similarity	0.7007	NPC316746
Intermediate Similarity	0.7006	NPC248862
Intermediate Similarity	0.7006	NPC328611
Remote Similarity	0.6992	NPC473498
Remote Similarity	0.6987	NPC254798
Remote Similarity	0.6975	NPC27904
Remote Similarity	0.6974	NPC242933
Remote Similarity	0.6972	NPC103292
Remote Similarity	0.6959	NPC40364
Remote Similarity	0.6957	NPC33742
Remote Similarity	0.6944	NPC192533
Remote Similarity	0.6939	NPC280807
Remote Similarity	0.6929	NPC470545
Remote Similarity	0.6928	NPC43477
Remote Similarity	0.6928	NPC471164
Remote Similarity	0.6918	NPC72473
Remote Similarity	0.6918	NPC307437
Remote Similarity	0.6918	NPC58827
Remote Similarity	0.6912	NPC319579
Remote Similarity	0.6908	NPC83214
Remote Similarity	0.6903	NPC136002
Remote Similarity	0.6897	NPC205946
Remote Similarity	0.6884	NPC276949
Remote Similarity	0.6884	NPC35850
Remote Similarity	0.6882	NPC147298
Remote Similarity	0.6882	NPC182057
Remote Similarity	0.6882	NPC131450
Remote Similarity	0.6879	NPC470546
Remote Similarity	0.6875	NPC469903
Remote Similarity	0.6871	NPC68650
Remote Similarity	0.6871	NPC209389
Remote Similarity	0.6871	NPC111428
Remote Similarity	0.6863	NPC315051
Remote Similarity	0.6857	NPC470544
Remote Similarity	0.6857	NPC239357
Remote Similarity	0.6853	NPC257490
Remote Similarity	0.6842	NPC132636
Remote Similarity	0.6831	NPC291962
Remote Similarity	0.6831	NPC177684
Remote Similarity	0.6815	NPC478039
Remote Similarity	0.6815	NPC259678
Remote Similarity	0.6813	NPC473002
Remote Similarity	0.6807	NPC182131
Remote Similarity	0.6806	NPC268534
Remote Similarity	0.6783	NPC27833
Remote Similarity	0.6783	NPC161956
Remote Similarity	0.6783	NPC112373
Remote Similarity	0.6783	NPC258531
Remote Similarity	0.6779	NPC126458
Remote Similarity	0.6767	NPC202613
Remote Similarity	0.6761	NPC220698
Remote Similarity	0.6759	NPC254698
Remote Similarity	0.6755	NPC474473
Remote Similarity	0.6748	NPC104345
Remote Similarity	0.6741	NPC45033
Remote Similarity	0.6724	NPC471742
Remote Similarity	0.6716	NPC275467
Remote Similarity	0.6712	NPC22746
Remote Similarity	0.6711	NPC173295
Remote Similarity	0.671	NPC471574
Remote Similarity	0.6707	NPC473003
Remote Similarity	0.6707	NPC469902
Remote Similarity	0.6703	NPC106118
Remote Similarity	0.6691	NPC172170
Remote Similarity	0.669	NPC39818
Remote Similarity	0.6686	NPC475094
Remote Similarity	0.6686	NPC133003
Remote Similarity	0.6667	NPC470343
Remote Similarity	0.6667	NPC295021
Remote Similarity	0.6667	NPC470205
Remote Similarity	0.6667	NPC472102
Remote Similarity	0.6667	NPC470317
Remote Similarity	0.6667	NPC314098
Remote Similarity	0.6667	NPC101719
Remote Similarity	0.6667	NPC472244
Remote Similarity	0.6667	NPC309531
Remote Similarity	0.6645	NPC207554
Remote Similarity	0.6644	NPC473322
Remote Similarity	0.6643	NPC57051
Remote Similarity	0.6643	NPC229353
Remote Similarity	0.6642	NPC471317
Remote Similarity	0.6629	NPC324091
Remote Similarity	0.6629	NPC471196
Remote Similarity	0.6629	NPC471195
Remote Similarity	0.6627	NPC472121
Remote Similarity	0.6624	NPC478040
Remote Similarity	0.6623	NPC53044
Remote Similarity	0.6623	NPC476685
Remote Similarity	0.6623	NPC476689
Remote Similarity	0.6623	NPC476687
Remote Similarity	0.6622	NPC477937
Remote Similarity	0.662	NPC315276
Remote Similarity	0.662	NPC285926
Remote Similarity	0.662	NPC14672
Remote Similarity	0.6599	NPC222466
Remote Similarity	0.6582	NPC314186
Remote Similarity	0.6581	NPC319645
Remote Similarity	0.6581	NPC181527
Remote Similarity	0.6578	NPC225400
Remote Similarity	0.6571	NPC474584
Remote Similarity	0.6556	NPC255447
Remote Similarity	0.6552	NPC200964
Remote Similarity	0.6552	NPC150323
Remote Similarity	0.6552	NPC91179
Remote Similarity	0.6552	NPC130931
Remote Similarity	0.6543	NPC471155
Remote Similarity	0.6543	NPC472538
Remote Similarity	0.6543	NPC470786
Remote Similarity	0.6543	NPC314223
Remote Similarity	0.6534	NPC228835
Remote Similarity	0.6529	NPC472118
Remote Similarity	0.6527	NPC133470
Remote Similarity	0.6527	NPC191863
Remote Similarity	0.6527	NPC289776
Remote Similarity	0.6508	NPC270241
Remote Similarity	0.65	NPC275410
Remote Similarity	0.6497	NPC307396
Remote Similarity	0.6496	NPC327481
Remote Similarity	0.6496	NPC474804
Remote Similarity	0.6496	NPC474973
Remote Similarity	0.6496	NPC130898
Remote Similarity	0.649	NPC200589
Remote Similarity	0.649	NPC187231
Remote Similarity	0.649	NPC194562
Remote Similarity	0.649	NPC477432
Remote Similarity	0.6481	NPC144691
Remote Similarity	0.6477	NPC243058
Remote Similarity	0.6474	NPC475607
Remote Similarity	0.6474	NPC315224
Remote Similarity	0.6471	NPC469904
Remote Similarity	0.6471	NPC38262
Remote Similarity	0.6471	NPC66490
Remote Similarity	0.6461	NPC94752
Remote Similarity	0.6461	NPC17273
Remote Similarity	0.6461	NPC141612
Remote Similarity	0.6461	NPC135601
Remote Similarity	0.6452	NPC471944
Remote Similarity	0.6452	NPC43755
Remote Similarity	0.6444	NPC313293
Remote Similarity	0.6443	NPC79698
Remote Similarity	0.6441	NPC203635
Remote Similarity	0.6438	NPC313850
Remote Similarity	0.6437	NPC474081
Remote Similarity	0.6424	NPC122235
Remote Similarity	0.6423	NPC473418
Remote Similarity	0.6423	NPC143516
Remote Similarity	0.6419	NPC35996
Remote Similarity	0.6416	NPC475594
Remote Similarity	0.6413	NPC316282
Remote Similarity	0.6412	NPC279527
Remote Similarity	0.6412	NPC214960
Remote Similarity	0.6409	NPC276430
Remote Similarity	0.64	NPC11126
Remote Similarity	0.64	NPC119326
Remote Similarity	0.6398	NPC470579
Remote Similarity	0.6397	NPC164859
Remote Similarity	0.6383	NPC329011
Remote Similarity	0.638	NPC473329
Remote Similarity	0.6376	NPC226794
Remote Similarity	0.6373	NPC153980
Remote Similarity	0.6373	NPC6865
Remote Similarity	0.6369	NPC90415
Remote Similarity	0.6369	NPC469560
Remote Similarity	0.6364	NPC205652

Drug Structure

NPD4077 OpenBabel08211704332D 29 30 0 0 0 0 0 0 0 0999 V2000 -2.5981 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -2.0000 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 1.7321 0.0000 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 0.8660 -0.5000 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 -4.3301 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 -2.0000 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 -5.1962 -0.0000 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 0.0000 -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 -6.0622 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 -1.5000 0.0000 N 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 0.0000 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 15 1 0 0 0 0 2 3 1 0 0 0 0 2 6 1 0 0 0 0 3 9 1 0 0 0 0 4 5 2 0 0 0 0 4 7 1 0 0 0 0 5 8 1 0 0 0 0 6 14 1 0 0 0 0 7 17 2 0 0 0 0 8 18 2 0 0 0 0 9 19 1 0 0 0 0 10 12 1 0 0 0 0 10 15 2 0 0 0 0 11 13 2 0 0 0 0 11 15 1 0 0 0 0 12 16 2 0 0 0 0 13 16 1 0 0 0 0 14 22 1 0 0 0 0 16 20 1 0 0 0 0 17 18 1 0 0 0 0 17 21 1 0 0 0 0 18 23 1 0 0 0 0 19 23 2 3 0 0 0 19 24 1 0 0 0 0 20 22 1 0 0 0 0 20 25 2 0 0 0 0 21 26 1 0 0 0 0 21 27 1 0 0 0 0 22 28 1 0 0 0 0 24 29 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB002881
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	56654642
ChEBI
CAS Number

Drug Properties

Molecular Weight	339.19
ALogP	-1.6419
MLogP	3.11
XLogP	5.072
HDA	5
HBD	3
Rotatable Bonds	12
TPSA	87.71
RO5 Violation	1