NPASS drugs

Drug Information

Drug ID:	NPD4431
Drug Name:
Molecular Formula:	C21H22N2O3
Canonical SMILES:	OC(=O)C1=CCCN(C1)CCON=C(c1ccccc1)c1ccccc1
Standard InCHI:	InChI=1S/C21H22N2O3/c24-21(25)19-12-7-13-23(16-19)14-15-26-22-20(17-8-3-1-4-9-17)18-10-5-2-6-11-18/h1-6,8-12H,7,13-16H2,(H,24,25)
Standard InCHIKey:	NGNALWDRPKNJGR-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4431

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	76
0.1-0.2	668
0.2-0.3	3014
0.3-0.4	10247
0.4-0.5	14159
0.5-0.6	2478
0.6-0.7	245
0.7-0.8	3
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	0.7167	NPC471447
Intermediate Similarity	0.7101	NPC77992
Intermediate Similarity	0.7031	NPC220698
Remote Similarity	0.6964	NPC262393
Remote Similarity	0.6885	NPC45033
Remote Similarity	0.6842	NPC285394
Remote Similarity	0.6803	NPC211551
Remote Similarity	0.6791	NPC4974
Remote Similarity	0.678	NPC311242
Remote Similarity	0.6767	NPC477163
Remote Similarity	0.6746	NPC275410
Remote Similarity	0.672	NPC292758
Remote Similarity	0.672	NPC65855
Remote Similarity	0.6695	NPC3371
Remote Similarity	0.6691	NPC199738
Remote Similarity	0.6691	NPC210950
Remote Similarity	0.6667	NPC167336
Remote Similarity	0.6639	NPC33168
Remote Similarity	0.6637	NPC203076
Remote Similarity	0.6613	NPC274089
Remote Similarity	0.6613	NPC191215
Remote Similarity	0.6589	NPC33742
Remote Similarity	0.6557	NPC318154
Remote Similarity	0.6549	NPC3210
Remote Similarity	0.6535	NPC319579
Remote Similarity	0.6532	NPC143516
Remote Similarity	0.6522	NPC325441
Remote Similarity	0.6518	NPC243289
Remote Similarity	0.6518	NPC208183
Remote Similarity	0.6508	NPC182549
Remote Similarity	0.6508	NPC114741
Remote Similarity	0.6489	NPC470544
Remote Similarity	0.6489	NPC239357
Remote Similarity	0.648	NPC474973
Remote Similarity	0.648	NPC474804
Remote Similarity	0.648	NPC130898
Remote Similarity	0.6471	NPC256452
Remote Similarity	0.6441	NPC323164
Remote Similarity	0.6441	NPC265521
Remote Similarity	0.6439	NPC470545
Remote Similarity	0.6434	NPC43755
Remote Similarity	0.6434	NPC273814
Remote Similarity	0.6429	NPC14326
Remote Similarity	0.6418	NPC190663
Remote Similarity	0.6412	NPC235421
Remote Similarity	0.641	NPC172128
Remote Similarity	0.641	NPC258627
Remote Similarity	0.641	NPC26224
Remote Similarity	0.6406	NPC323007
Remote Similarity	0.6403	NPC103605
Remote Similarity	0.6403	NPC81092
Remote Similarity	0.6397	NPC474082
Remote Similarity	0.6397	NPC175726
Remote Similarity	0.6391	NPC470546
Remote Similarity	0.6389	NPC32203
Remote Similarity	0.6389	NPC206800
Remote Similarity	0.6383	NPC325479
Remote Similarity	0.6378	NPC473676
Remote Similarity	0.6364	NPC14672
Remote Similarity	0.6364	NPC285926
Remote Similarity	0.6364	NPC315276
Remote Similarity	0.6357	NPC475013
Remote Similarity	0.6356	NPC226438
Remote Similarity	0.6341	NPC469457
Remote Similarity	0.6333	NPC303045
Remote Similarity	0.6333	NPC13470
Remote Similarity	0.6333	NPC161972
Remote Similarity	0.6324	NPC160493
Remote Similarity	0.6304	NPC477248
Remote Similarity	0.6304	NPC477249
Remote Similarity	0.6304	NPC47667
Remote Similarity	0.6296	NPC45777
Remote Similarity	0.6296	NPC477061
Remote Similarity	0.6296	NPC80150
Remote Similarity	0.6293	NPC473031
Remote Similarity	0.6293	NPC17497
Remote Similarity	0.6293	NPC305602
Remote Similarity	0.6293	NPC471638
Remote Similarity	0.6284	NPC473922
Remote Similarity	0.6277	NPC35996
Remote Similarity	0.6271	NPC213156
Remote Similarity	0.6271	NPC240108
Remote Similarity	0.6268	NPC246079
Remote Similarity	0.6261	NPC123476
Remote Similarity	0.626	NPC476048
Remote Similarity	0.626	NPC35850
Remote Similarity	0.626	NPC276949
Remote Similarity	0.625	NPC474974
Remote Similarity	0.625	NPC71684
Remote Similarity	0.6242	NPC473804
Remote Similarity	0.6241	NPC82963
Remote Similarity	0.624	NPC202613
Remote Similarity	0.6233	NPC153007
Remote Similarity	0.6232	NPC473938
Remote Similarity	0.6232	NPC22746
Remote Similarity	0.6231	NPC329011
Remote Similarity	0.6231	NPC234376
Remote Similarity	0.623	NPC472258
Remote Similarity	0.623	NPC133135
Remote Similarity	0.623	NPC289201
Remote Similarity	0.623	NPC251579
Remote Similarity	0.622	NPC327481
Remote Similarity	0.622	NPC473498
Remote Similarity	0.6218	NPC472319
Remote Similarity	0.6218	NPC245259
Remote Similarity	0.6216	NPC50192
Remote Similarity	0.6216	NPC315283
Remote Similarity	0.6216	NPC314388
Remote Similarity	0.621	NPC214200
Remote Similarity	0.621	NPC228400
Remote Similarity	0.6207	NPC127741
Remote Similarity	0.62	NPC475578
Remote Similarity	0.62	NPC119569
Remote Similarity	0.62	NPC135121
Remote Similarity	0.62	NPC328824
Remote Similarity	0.6194	NPC311737
Remote Similarity	0.6194	NPC38458
Remote Similarity	0.6187	NPC474479
Remote Similarity	0.6183	NPC265002
Remote Similarity	0.6179	NPC154517
Remote Similarity	0.6179	NPC322598
Remote Similarity	0.6174	NPC313867
Remote Similarity	0.6174	NPC471680
Remote Similarity	0.6174	NPC209509
Remote Similarity	0.6174	NPC201244
Remote Similarity	0.6174	NPC44546
Remote Similarity	0.6174	NPC477217
Remote Similarity	0.6174	NPC316008
Remote Similarity	0.6167	NPC77273
Remote Similarity	0.6165	NPC197470
Remote Similarity	0.6154	NPC53044
Remote Similarity	0.6149	NPC161069
Remote Similarity	0.6148	NPC310467
Remote Similarity	0.6148	NPC314992
Remote Similarity	0.6143	NPC477937
Remote Similarity	0.6143	NPC65310
Remote Similarity	0.6142	NPC473418
Remote Similarity	0.6133	NPC314186
Remote Similarity	0.6133	NPC314358
Remote Similarity	0.6131	NPC314192
Remote Similarity	0.6131	NPC202521
Remote Similarity	0.6129	NPC12730
Remote Similarity	0.6129	NPC80115
Remote Similarity	0.6127	NPC280807
Remote Similarity	0.6121	NPC99482
Remote Similarity	0.6121	NPC53299
Remote Similarity	0.6119	NPC2265
Remote Similarity	0.6118	NPC476757
Remote Similarity	0.6118	NPC254798
Remote Similarity	0.6115	NPC307020
Remote Similarity	0.6111	NPC164859
Remote Similarity	0.6111	NPC313663
Remote Similarity	0.6104	NPC154602
Remote Similarity	0.6101	NPC476231
Remote Similarity	0.6096	NPC471265
Remote Similarity	0.6096	NPC471264
Remote Similarity	0.6094	NPC477251
Remote Similarity	0.6087	NPC213126
Remote Similarity	0.6087	NPC324835
Remote Similarity	0.6087	NPC291027
Remote Similarity	0.6087	NPC127491
Remote Similarity	0.6087	NPC169485
Remote Similarity	0.6087	NPC317474
Remote Similarity	0.6087	NPC109151
Remote Similarity	0.6087	NPC308619
Remote Similarity	0.6087	NPC84281
Remote Similarity	0.6087	NPC474862
Remote Similarity	0.6081	NPC263493
Remote Similarity	0.6081	NPC269398
Remote Similarity	0.608	NPC316797
Remote Similarity	0.6077	NPC470127
Remote Similarity	0.6074	NPC169328
Remote Similarity	0.6071	NPC474847
Remote Similarity	0.6071	NPC176228
Remote Similarity	0.6069	NPC132847
Remote Similarity	0.6069	NPC474473
Remote Similarity	0.6066	NPC206764
Remote Similarity	0.6065	NPC285381
Remote Similarity	0.6063	NPC113326
Remote Similarity	0.6063	NPC224610
Remote Similarity	0.6063	NPC88267
Remote Similarity	0.6063	NPC194390
Remote Similarity	0.6063	NPC275467
Remote Similarity	0.6062	NPC189116
Remote Similarity	0.6061	NPC474584
Remote Similarity	0.6058	NPC476183
Remote Similarity	0.6058	NPC478016
Remote Similarity	0.6058	NPC476990
Remote Similarity	0.6058	NPC478015
Remote Similarity	0.6058	NPC478014
Remote Similarity	0.6056	NPC213969
Remote Similarity	0.6056	NPC469666
Remote Similarity	0.6056	NPC111428
Remote Similarity	0.6056	NPC165726
Remote Similarity	0.6056	NPC473322
Remote Similarity	0.6054	NPC92784
Remote Similarity	0.6054	NPC98424
Remote Similarity	0.6054	NPC476133
Remote Similarity	0.6054	NPC470884
Remote Similarity	0.6054	NPC178662

Drug Structure

NPD4431 OpenBabel08211705262D 27 29 0 0 0 0 0 0 0 0999 V2000 4.3301 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 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 5.1962 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 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 3.4641 -2.0000 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 6.0622 -0.5000 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 -1.7321 1.0000 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 0.8660 -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 -0.0000 1.0000 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 5.1962 -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 4.3301 -0.5000 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 3.4641 -0.0000 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 -0.0000 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 3 2 0 0 0 0 1 4 1 0 0 0 0 2 5 2 0 0 0 0 2 6 1 0 0 0 0 3 8 1 0 0 0 0 4 9 2 0 0 0 0 5 10 1 0 0 0 0 6 11 2 0 0 0 0 7 12 1 0 0 0 0 7 13 1 0 0 0 0 8 17 2 0 0 0 0 9 17 1 0 0 0 0 10 18 2 0 0 0 0 11 18 1 0 0 0 0 12 19 2 0 0 0 0 13 23 1 0 0 0 0 14 15 1 0 0 0 0 14 23 1 0 0 0 0 15 26 1 0 0 0 0 16 19 1 0 0 0 0 16 23 1 0 0 0 0 17 20 1 0 0 0 0 18 20 1 0 0 0 0 19 21 1 0 0 0 0 20 22 2 0 0 0 0 21 24 2 0 0 0 0 21 25 1 0 0 0 0 22 26 1 0 0 0 0 25 27 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DPR000040
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	4515
ChEBI
CAS Number

Drug Properties

Molecular Weight	350.16
ALogP	-0.4557
MLogP	3.22
XLogP	6.156
HDA	3
HBD	1
Rotatable Bonds	8
TPSA	62.13
RO5 Violation	1