NPASS drugs

Drug Information

Drug ID:	NPD6419
Drug Name:	H-216/44
Molecular Formula:	C25H41N3O6
Canonical SMILES:	OC(COc1ccc(cc1)CCOCCOCC1CC1)CNCCN=C(N1CCC(CC1)O)O
Standard InCHI:	InChI=1S/C25H41N3O6/c29-22-7-12-28(13-8-22)25(31)27-11-10-26-17-23(30)19-34-24-5-3-20(4-6-24)9-14-32-15-16-33-18-21-1-2-21/h3-6,21-23,26,29-30H,1-2,7-19H2,(H,27,31)
Standard InCHIKey:	IWACLEHDBMHXHC-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6419

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	144
0.1-0.2	871
0.2-0.3	3835
0.3-0.4	9241
0.4-0.5	5391
0.5-0.6	9393
0.6-0.7	1963
0.7-0.8	48
0.8-0.85	4
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	0.8194	NPC307123
Intermediate Similarity	0.8194	NPC97870
Intermediate Similarity	0.8194	NPC247018
Intermediate Similarity	0.8156	NPC320242
Intermediate Similarity	0.7902	NPC141739
Intermediate Similarity	0.7902	NPC136112
Intermediate Similarity	0.7647	NPC204546
Intermediate Similarity	0.7582	NPC189724
Intermediate Similarity	0.7582	NPC83289
Intermediate Similarity	0.7582	NPC212850
Intermediate Similarity	0.7566	NPC231163
Intermediate Similarity	0.7566	NPC318591
Intermediate Similarity	0.7517	NPC328267
Intermediate Similarity	0.7468	NPC168861
Intermediate Similarity	0.7467	NPC274732
Intermediate Similarity	0.7405	NPC245974
Intermediate Similarity	0.7389	NPC247298
Intermediate Similarity	0.7383	NPC471306
Intermediate Similarity	0.7383	NPC471321
Intermediate Similarity	0.7333	NPC22014
Intermediate Similarity	0.7301	NPC233926
Intermediate Similarity	0.7241	NPC321133
Intermediate Similarity	0.7208	NPC237227
Intermediate Similarity	0.7186	NPC158900
Intermediate Similarity	0.7143	NPC254700
Intermediate Similarity	0.7124	NPC471953
Intermediate Similarity	0.7123	NPC263835
Intermediate Similarity	0.7117	NPC47672
Intermediate Similarity	0.7115	NPC214988
Intermediate Similarity	0.7114	NPC95733
Intermediate Similarity	0.7114	NPC62101
Intermediate Similarity	0.7113	NPC26524
Intermediate Similarity	0.7089	NPC195814
Intermediate Similarity	0.7067	NPC29477
Intermediate Similarity	0.7059	NPC280022
Intermediate Similarity	0.7059	NPC186617
Intermediate Similarity	0.7037	NPC115144
Intermediate Similarity	0.7037	NPC324081
Intermediate Similarity	0.7037	NPC277857
Intermediate Similarity	0.7019	NPC313414
Intermediate Similarity	0.7018	NPC196091
Intermediate Similarity	0.7018	NPC473693
Intermediate Similarity	0.7018	NPC471568
Intermediate Similarity	0.7014	NPC10286
Intermediate Similarity	0.7014	NPC213
Intermediate Similarity	0.7006	NPC204848
Intermediate Similarity	0.7006	NPC14600
Intermediate Similarity	0.7006	NPC312770
Intermediate Similarity	0.7006	NPC160607
Intermediate Similarity	0.7006	NPC41473
Intermediate Similarity	0.7	NPC178466
Intermediate Similarity	0.7	NPC63628
Remote Similarity	0.6994	NPC76412
Remote Similarity	0.6988	NPC156311
Remote Similarity	0.6981	NPC323204
Remote Similarity	0.698	NPC298486
Remote Similarity	0.6975	NPC132771
Remote Similarity	0.6968	NPC267237
Remote Similarity	0.6962	NPC36434
Remote Similarity	0.6948	NPC329595
Remote Similarity	0.6948	NPC326599
Remote Similarity	0.6946	NPC319320
Remote Similarity	0.6946	NPC287757
Remote Similarity	0.6939	NPC43275
Remote Similarity	0.6935	NPC473450
Remote Similarity	0.6933	NPC307020
Remote Similarity	0.6933	NPC211218
Remote Similarity	0.6928	NPC206372
Remote Similarity	0.6928	NPC203424
Remote Similarity	0.6919	NPC477552
Remote Similarity	0.6919	NPC477550
Remote Similarity	0.6918	NPC298821
Remote Similarity	0.6906	NPC470393
Remote Similarity	0.6905	NPC37205
Remote Similarity	0.6905	NPC160931
Remote Similarity	0.6903	NPC470392
Remote Similarity	0.6901	NPC46844
Remote Similarity	0.6895	NPC194699
Remote Similarity	0.6895	NPC219350
Remote Similarity	0.6893	NPC473404
Remote Similarity	0.689	NPC471032
Remote Similarity	0.689	NPC470935
Remote Similarity	0.6889	NPC94862
Remote Similarity	0.6875	NPC119652
Remote Similarity	0.6875	NPC97526
Remote Similarity	0.6875	NPC123761
Remote Similarity	0.6872	NPC315542
Remote Similarity	0.6867	NPC473580
Remote Similarity	0.6867	NPC476268
Remote Similarity	0.6855	NPC299583
Remote Similarity	0.6855	NPC231572
Remote Similarity	0.6853	NPC166837
Remote Similarity	0.6852	NPC161155
Remote Similarity	0.6852	NPC136951
Remote Similarity	0.6852	NPC97004
Remote Similarity	0.6851	NPC102959
Remote Similarity	0.6848	NPC139699
Remote Similarity	0.6848	NPC114659
Remote Similarity	0.6846	NPC198734
Remote Similarity	0.6846	NPC469412
Remote Similarity	0.6846	NPC83279
Remote Similarity	0.6846	NPC318357
Remote Similarity	0.6845	NPC477551
Remote Similarity	0.6839	NPC114102
Remote Similarity	0.6835	NPC38079
Remote Similarity	0.6835	NPC108875
Remote Similarity	0.6824	NPC256369
Remote Similarity	0.6824	NPC283760
Remote Similarity	0.6821	NPC140359
Remote Similarity	0.6821	NPC217277
Remote Similarity	0.6821	NPC255253
Remote Similarity	0.6821	NPC13020
Remote Similarity	0.6818	NPC271808
Remote Similarity	0.6813	NPC60516
Remote Similarity	0.681	NPC97282
Remote Similarity	0.6805	NPC475544
Remote Similarity	0.6805	NPC469243
Remote Similarity	0.6803	NPC323948
Remote Similarity	0.6802	NPC473502
Remote Similarity	0.6795	NPC214869
Remote Similarity	0.6795	NPC208757
Remote Similarity	0.6792	NPC474673
Remote Similarity	0.679	NPC78530
Remote Similarity	0.6786	NPC212699
Remote Similarity	0.6786	NPC477564
Remote Similarity	0.6786	NPC42383
Remote Similarity	0.6786	NPC2295
Remote Similarity	0.6786	NPC207675
Remote Similarity	0.6786	NPC56635
Remote Similarity	0.6784	NPC472923
Remote Similarity	0.6783	NPC95977
Remote Similarity	0.6779	NPC41801
Remote Similarity	0.6779	NPC469708
Remote Similarity	0.6779	NPC60589
Remote Similarity	0.6778	NPC299806
Remote Similarity	0.6776	NPC248822
Remote Similarity	0.6774	NPC52029
Remote Similarity	0.6774	NPC35961
Remote Similarity	0.6774	NPC195749
Remote Similarity	0.6766	NPC76213
Remote Similarity	0.6766	NPC277669
Remote Similarity	0.6763	NPC284183
Remote Similarity	0.6763	NPC4138
Remote Similarity	0.6763	NPC121275
Remote Similarity	0.6761	NPC475215
Remote Similarity	0.6761	NPC97811
Remote Similarity	0.6761	NPC108434
Remote Similarity	0.6755	NPC71090
Remote Similarity	0.6753	NPC251571
Remote Similarity	0.6753	NPC186898
Remote Similarity	0.6753	NPC277306
Remote Similarity	0.6753	NPC153990
Remote Similarity	0.6753	NPC198798
Remote Similarity	0.6753	NPC469442
Remote Similarity	0.6752	NPC160692
Remote Similarity	0.6748	NPC294249
Remote Similarity	0.6747	NPC258222
Remote Similarity	0.6747	NPC60538
Remote Similarity	0.6747	NPC207824
Remote Similarity	0.6744	NPC469479
Remote Similarity	0.6744	NPC247251
Remote Similarity	0.674	NPC276120
Remote Similarity	0.6733	NPC269242
Remote Similarity	0.673	NPC42793
Remote Similarity	0.673	NPC167944
Remote Similarity	0.673	NPC231884
Remote Similarity	0.6728	NPC266741
Remote Similarity	0.6726	NPC270811
Remote Similarity	0.6726	NPC471073
Remote Similarity	0.6725	NPC59028
Remote Similarity	0.6725	NPC92191
Remote Similarity	0.6724	NPC329717
Remote Similarity	0.6724	NPC46009
Remote Similarity	0.6721	NPC61332
Remote Similarity	0.6721	NPC240130
Remote Similarity	0.6713	NPC24777
Remote Similarity	0.6713	NPC290566
Remote Similarity	0.6713	NPC145638
Remote Similarity	0.6713	NPC474272
Remote Similarity	0.6711	NPC163036
Remote Similarity	0.671	NPC155838
Remote Similarity	0.671	NPC283079
Remote Similarity	0.6707	NPC189908
Remote Similarity	0.6707	NPC469711
Remote Similarity	0.6707	NPC476742
Remote Similarity	0.6707	NPC13397
Remote Similarity	0.6707	NPC274026
Remote Similarity	0.6705	NPC476751
Remote Similarity	0.6705	NPC293871
Remote Similarity	0.6705	NPC475393
Remote Similarity	0.6705	NPC124433
Remote Similarity	0.6705	NPC164608
Remote Similarity	0.6703	NPC302715
Remote Similarity	0.669	NPC194034
Remote Similarity	0.6689	NPC127389
Remote Similarity	0.6689	NPC120075
Remote Similarity	0.6689	NPC290451
Remote Similarity	0.6689	NPC137096
Remote Similarity	0.6688	NPC218323
Remote Similarity	0.6688	NPC301713

Drug Structure

NPD6419 OpenBabel08211709092D 38 40 0 0 1 0 0 0 0 0999 V2000 -14.2224 1.3660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -13.7224 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -10.3923 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.5263 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -9.5263 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.6603 -1.0000 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 1.7321 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -11.2583 -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 -2.5981 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 0.8660 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -12.1244 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -13.8564 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -14.7224 -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 -15.5885 -0.0000 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 -10.3923 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -14.7224 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -1.0000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -6.0622 0.5000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -8.6603 -0.0000 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 -4.3301 0.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -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 2.5981 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -6.0622 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -12.9904 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -15.5885 -1.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.3301 1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -5.1962 2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 2.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 1 21 1 0 0 0 0 2 21 1 0 0 0 0 3 5 1 0 0 0 0 3 20 2 0 0 0 0 4 6 2 0 0 0 0 4 20 1 0 0 0 0 5 24 2 0 0 0 0 6 24 1 0 0 0 0 7 12 1 0 0 0 0 7 22 1 0 0 0 0 8 13 1 0 0 0 0 8 22 1 0 0 0 0 9 14 1 0 0 0 0 9 20 1 0 0 0 0 10 11 1 0 0 0 0 10 26 1 0 0 0 0 11 27 1 0 0 0 0 12 28 1 0 0 0 0 13 28 1 0 0 0 0 14 32 1 0 0 0 0 15 16 1 0 0 0 0 15 32 1 0 0 0 0 16 33 1 0 0 0 0 17 23 1 0 0 0 0 17 26 1 0 0 0 0 18 21 1 0 0 0 0 18 33 1 0 0 0 0 19 23 1 0 0 0 0 19 34 1 0 0 0 0 22 29 1 0 0 0 0 23 30 1 0 0 0 0 24 34 1 0 0 0 0 25 27 2 3 0 0 0 25 28 1 0 0 0 0 25 31 1 0 0 0 0 26 35 1 0 0 0 0 29 36 1 0 0 0 0 30 37 1 0 0 0 0 31 38 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB012919
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	479.30
ALogP	-2.2021
MLogP	3.22
XLogP	2.036
HDA	8
HBD	4
Rotatable Bonds	20
TPSA	116.01
RO5 Violation	1