NPASS drugs

Drug Information

Drug ID:	NPD4149
Drug Name:
Molecular Formula:	C20H27N3O3
Canonical SMILES:	OC(=NC1CC2CCC(C1)N2C)N=C(c1ccccc1OCC1CC1)O
Standard InCHI:	InChI=1S/C20H27N3O3/c1-23-15-8-9-16(23)11-14(10-15)21-20(25)22-19(24)17-4-2-3-5-18(17)26-12-13-6-7-13/h2-5,13-16H,6-12H2,1H3,(H2,21,22,24,25)
Standard InCHIKey:	VFRIHPWRNNTKEX-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4149

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	125
0.1-0.2	928
0.2-0.3	4278
0.3-0.4	8585
0.4-0.5	4716
0.5-0.6	10176
0.6-0.7	2039
0.7-0.8	43
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	0.7655	NPC274732
Intermediate Similarity	0.7655	NPC471953
Intermediate Similarity	0.7651	NPC83289
Intermediate Similarity	0.7651	NPC189724
Intermediate Similarity	0.7651	NPC212850
Intermediate Similarity	0.7609	NPC43275
Intermediate Similarity	0.7554	NPC263835
Intermediate Similarity	0.7536	NPC5932
Intermediate Similarity	0.7533	NPC477837
Intermediate Similarity	0.7533	NPC477838
Intermediate Similarity	0.7468	NPC245974
Intermediate Similarity	0.7451	NPC247298
Intermediate Similarity	0.7361	NPC29477
Intermediate Similarity	0.7357	NPC256369
Intermediate Similarity	0.7279	NPC166837
Intermediate Similarity	0.7195	NPC254700
Intermediate Similarity	0.7186	NPC474881
Intermediate Similarity	0.7183	NPC321133
Intermediate Similarity	0.7181	NPC97870
Intermediate Similarity	0.7181	NPC247018
Intermediate Similarity	0.7181	NPC307123
Intermediate Similarity	0.7179	NPC313414
Intermediate Similarity	0.7178	NPC22014
Intermediate Similarity	0.7172	NPC95733
Intermediate Similarity	0.7172	NPC62101
Intermediate Similarity	0.7143	NPC258992
Intermediate Similarity	0.7123	NPC141739
Intermediate Similarity	0.7123	NPC136112
Intermediate Similarity	0.7103	NPC211218
Intermediate Similarity	0.7071	NPC303370
Intermediate Similarity	0.7067	NPC470392
Intermediate Similarity	0.7063	NPC289330
Intermediate Similarity	0.7063	NPC53596
Intermediate Similarity	0.7063	NPC160120
Intermediate Similarity	0.7063	NPC471308
Intermediate Similarity	0.7063	NPC17388
Intermediate Similarity	0.7059	NPC193528
Intermediate Similarity	0.7034	NPC471314
Intermediate Similarity	0.7034	NPC471315
Intermediate Similarity	0.7027	NPC477839
Intermediate Similarity	0.702	NPC169766
Intermediate Similarity	0.7019	NPC123011
Intermediate Similarity	0.7019	NPC256689
Remote Similarity	0.698	NPC283079
Remote Similarity	0.6957	NPC47672
Remote Similarity	0.6933	NPC470706
Remote Similarity	0.6929	NPC26524
Remote Similarity	0.6928	NPC237227
Remote Similarity	0.6928	NPC472923
Remote Similarity	0.6923	NPC283616
Remote Similarity	0.6918	NPC132771
Remote Similarity	0.6914	NPC474560
Remote Similarity	0.6908	NPC105541
Remote Similarity	0.6897	NPC83279
Remote Similarity	0.6894	NPC258222
Remote Similarity	0.6892	NPC320242
Remote Similarity	0.6879	NPC283999
Remote Similarity	0.6879	NPC118202
Remote Similarity	0.6871	NPC307020
Remote Similarity	0.6867	NPC471306
Remote Similarity	0.6867	NPC471321
Remote Similarity	0.6861	NPC194034
Remote Similarity	0.6849	NPC54972
Remote Similarity	0.6848	NPC133817
Remote Similarity	0.6848	NPC476443
Remote Similarity	0.6846	NPC301713
Remote Similarity	0.6846	NPC218323
Remote Similarity	0.6846	NPC251466
Remote Similarity	0.6842	NPC118419
Remote Similarity	0.6839	NPC318591
Remote Similarity	0.6839	NPC231163
Remote Similarity	0.6838	NPC470393
Remote Similarity	0.6835	NPC135349
Remote Similarity	0.6835	NPC95977
Remote Similarity	0.6831	NPC317254
Remote Similarity	0.6829	NPC207675
Remote Similarity	0.6829	NPC233926
Remote Similarity	0.6829	NPC212699
Remote Similarity	0.6828	NPC41801
Remote Similarity	0.6828	NPC193193
Remote Similarity	0.6828	NPC31314
Remote Similarity	0.6815	NPC195814
Remote Similarity	0.6815	NPC192596
Remote Similarity	0.6812	NPC309982
Remote Similarity	0.6805	NPC208280
Remote Similarity	0.6805	NPC470936
Remote Similarity	0.6803	NPC188997
Remote Similarity	0.6803	NPC100099
Remote Similarity	0.6803	NPC36016
Remote Similarity	0.6803	NPC150026
Remote Similarity	0.68	NPC99798
Remote Similarity	0.68	NPC157740
Remote Similarity	0.68	NPC191302
Remote Similarity	0.68	NPC251571
Remote Similarity	0.68	NPC153990
Remote Similarity	0.68	NPC186898
Remote Similarity	0.6788	NPC326801
Remote Similarity	0.6783	NPC33717
Remote Similarity	0.6779	NPC71105
Remote Similarity	0.6779	NPC207541
Remote Similarity	0.6779	NPC152186
Remote Similarity	0.6779	NPC182147
Remote Similarity	0.6779	NPC81641
Remote Similarity	0.6779	NPC246133
Remote Similarity	0.6779	NPC170583
Remote Similarity	0.6776	NPC114102
Remote Similarity	0.677	NPC476151
Remote Similarity	0.6767	NPC95755
Remote Similarity	0.6765	NPC38079
Remote Similarity	0.6765	NPC90984
Remote Similarity	0.6765	NPC108875
Remote Similarity	0.6765	NPC124657
Remote Similarity	0.6757	NPC261992
Remote Similarity	0.6757	NPC76465
Remote Similarity	0.6757	NPC38761
Remote Similarity	0.6757	NPC328267
Remote Similarity	0.6755	NPC246974
Remote Similarity	0.6755	NPC155838
Remote Similarity	0.6755	NPC47283
Remote Similarity	0.6755	NPC469977
Remote Similarity	0.6755	NPC147247
Remote Similarity	0.6755	NPC39064
Remote Similarity	0.675	NPC9373
Remote Similarity	0.6741	NPC51633
Remote Similarity	0.6738	NPC474920
Remote Similarity	0.6736	NPC323948
Remote Similarity	0.6735	NPC212965
Remote Similarity	0.6733	NPC230479
Remote Similarity	0.6733	NPC50315
Remote Similarity	0.6733	NPC283049
Remote Similarity	0.6733	NPC156944
Remote Similarity	0.6733	NPC26879
Remote Similarity	0.6732	NPC300875
Remote Similarity	0.6732	NPC118114
Remote Similarity	0.6732	NPC236014
Remote Similarity	0.6732	NPC150011
Remote Similarity	0.6732	NPC228369
Remote Similarity	0.6732	NPC17343
Remote Similarity	0.6732	NPC207892
Remote Similarity	0.6732	NPC129784
Remote Similarity	0.6732	NPC196765
Remote Similarity	0.6732	NPC164574
Remote Similarity	0.6732	NPC476166
Remote Similarity	0.6732	NPC129106
Remote Similarity	0.6732	NPC206224
Remote Similarity	0.6732	NPC214869
Remote Similarity	0.6732	NPC280653
Remote Similarity	0.6732	NPC12875
Remote Similarity	0.6732	NPC268917
Remote Similarity	0.6731	NPC254610
Remote Similarity	0.673	NPC178466
Remote Similarity	0.673	NPC63628
Remote Similarity	0.6728	NPC470935
Remote Similarity	0.6728	NPC471032
Remote Similarity	0.6727	NPC315257
Remote Similarity	0.6714	NPC474149
Remote Similarity	0.6713	NPC301321
Remote Similarity	0.6712	NPC474131
Remote Similarity	0.6711	NPC35961
Remote Similarity	0.6711	NPC86502
Remote Similarity	0.6711	NPC246648
Remote Similarity	0.6711	NPC197351
Remote Similarity	0.6711	NPC106914
Remote Similarity	0.6711	NPC52029
Remote Similarity	0.6711	NPC300955
Remote Similarity	0.6711	NPC134195
Remote Similarity	0.6711	NPC195749
Remote Similarity	0.671	NPC264956
Remote Similarity	0.671	NPC11147
Remote Similarity	0.6709	NPC204546
Remote Similarity	0.6707	NPC40389
Remote Similarity	0.6707	NPC315707
Remote Similarity	0.6707	NPC148014
Remote Similarity	0.6707	NPC78359
Remote Similarity	0.6707	NPC65490
Remote Similarity	0.6691	NPC146530
Remote Similarity	0.6691	NPC153690
Remote Similarity	0.6691	NPC241549
Remote Similarity	0.669	NPC329980
Remote Similarity	0.6689	NPC41331
Remote Similarity	0.6689	NPC291449
Remote Similarity	0.6689	NPC120638
Remote Similarity	0.6688	NPC231572
Remote Similarity	0.6688	NPC13005
Remote Similarity	0.6688	NPC476989
Remote Similarity	0.6688	NPC325568
Remote Similarity	0.6687	NPC87363
Remote Similarity	0.6687	NPC477565
Remote Similarity	0.6687	NPC103379
Remote Similarity	0.6687	NPC109968
Remote Similarity	0.6667	NPC470510
Remote Similarity	0.6667	NPC86966
Remote Similarity	0.6667	NPC324081
Remote Similarity	0.6667	NPC17809
Remote Similarity	0.6667	NPC470225
Remote Similarity	0.6667	NPC255550
Remote Similarity	0.6667	NPC285040
Remote Similarity	0.6667	NPC188022
Remote Similarity	0.6667	NPC277857
Remote Similarity	0.6667	NPC305847

Drug Structure

NPD4149 OpenBabel08211704332D 28 31 0 0 1 0 0 0 0 0999 V2000 -4.7169 -1.8494 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9911 1.7166 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 1.7166 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4866 0.8583 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4955 0.8583 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8405 -2.2122 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9822 -2.7077 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.3655 -1.3538 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.3655 -2.3450 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.6244 -0.9565 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.6244 -2.7423 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.4866 -0.8583 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9822 -1.7166 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.1943 -1.8494 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -5.5906 -0.7360 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -5.5906 -2.9630 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -0.9911 -0.0000 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 -1.4866 -0.8583 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2033 -0.8583 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2033 -1.8494 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.3449 -0.3628 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -5.2124 -1.8494 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.4866 -1.8494 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.0616 -0.3628 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.4955 -0.8583 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.6283 -2.3449 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.0616 0.6283 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 23 1 0 0 0 0 2 3 2 0 0 0 0 2 4 1 0 0 0 0 3 5 1 0 0 0 0 4 17 2 0 0 0 0 5 18 2 0 0 0 0 6 7 1 0 0 0 0 6 13 1 0 0 0 0 7 13 1 0 0 0 0 8 9 1 0 0 0 0 8 15 1 0 0 0 0 9 16 1 0 0 0 0 10 14 1 0 0 0 0 10 15 1 0 0 0 0 11 14 1 0 0 0 0 11 16 1 0 0 0 0 12 13 1 0 0 0 0 12 26 1 0 0 0 0 14 21 1 0 0 0 0 15 23 1 0 0 0 0 16 23 1 0 0 0 0 17 18 1 0 0 0 0 17 19 1 0 0 0 0 18 26 1 0 0 0 0 19 22 2 3 0 0 0 19 24 1 0 0 0 0 20 21 2 3 0 0 0 20 22 1 0 0 0 0 20 25 1 0 0 0 0 24 27 1 0 0 0 0 25 28 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB013782
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	131928
ChEBI
CAS Number

Drug Properties

Molecular Weight	357.21
ALogP	-1.5282
MLogP	3
XLogP	3.28
HDA	5
HBD	2
Rotatable Bonds	9
TPSA	77.65
RO5 Violation	0