NPASS drugs

Drug Information

Drug ID:	NPD2541
Drug Name:
Molecular Formula:	C17H21N3O4
Canonical SMILES:	OC(=O)Cc1ccc(cc1)OCCNC[C@@H](c1ccc(=N)[nH]c1)O
Standard InCHI:	InChI=1S/C17H21N3O4/c18-16-6-3-13(10-20-16)15(21)11-19-7-8-24-14-4-1-12(2-5-14)9-17(22)23/h1-6,10,15,19,21H,7-9,11H2,(H2,18,20)(H,22,23)/t15-/m0/s1
Standard InCHIKey:	GZJZZQHTBTUBEL-HNNXBMFYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD2541

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	131
0.1-0.2	762
0.2-0.3	3146
0.3-0.4	9120
0.4-0.5	3818
0.5-0.6	11515
0.6-0.7	2348
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	0.7748	NPC470392
Intermediate Similarity	0.7632	NPC97870
Intermediate Similarity	0.7632	NPC247018
Intermediate Similarity	0.7632	NPC307123
Intermediate Similarity	0.7468	NPC204546
Intermediate Similarity	0.744	NPC158900
Intermediate Similarity	0.7351	NPC320242
Intermediate Similarity	0.7349	NPC56635
Intermediate Similarity	0.7303	NPC315542
Intermediate Similarity	0.7303	NPC235194
Intermediate Similarity	0.7296	NPC83289
Intermediate Similarity	0.7296	NPC189724
Intermediate Similarity	0.7296	NPC212850
Intermediate Similarity	0.729	NPC471953
Intermediate Similarity	0.729	NPC274732
Intermediate Similarity	0.7239	NPC132771
Intermediate Similarity	0.7239	NPC245974
Intermediate Similarity	0.7233	NPC241086
Intermediate Similarity	0.7233	NPC328137
Intermediate Similarity	0.7233	NPC318984
Intermediate Similarity	0.7233	NPC317741
Intermediate Similarity	0.7233	NPC318028
Intermediate Similarity	0.7233	NPC282087
Intermediate Similarity	0.7233	NPC259800
Intermediate Similarity	0.7208	NPC325651
Intermediate Similarity	0.7197	NPC470441
Intermediate Similarity	0.7192	NPC51345
Intermediate Similarity	0.7178	NPC9373
Intermediate Similarity	0.7178	NPC17760
Intermediate Similarity	0.7176	NPC22014
Intermediate Similarity	0.717	NPC48202
Intermediate Similarity	0.7134	NPC169766
Intermediate Similarity	0.7125	NPC197239
Intermediate Similarity	0.7125	NPC326860
Intermediate Similarity	0.7124	NPC141739
Intermediate Similarity	0.7124	NPC136112
Intermediate Similarity	0.7117	NPC247298
Intermediate Similarity	0.7114	NPC256369
Intermediate Similarity	0.7111	NPC299806
Intermediate Similarity	0.7091	NPC324081
Intermediate Similarity	0.7086	NPC27581
Intermediate Similarity	0.7078	NPC474476
Intermediate Similarity	0.7069	NPC196091
Intermediate Similarity	0.7067	NPC263835
Intermediate Similarity	0.7059	NPC62101
Intermediate Similarity	0.7059	NPC95733
Intermediate Similarity	0.7052	NPC473502
Intermediate Similarity	0.7032	NPC296712
Intermediate Similarity	0.7024	NPC473580
Intermediate Similarity	0.7	NPC264976
Remote Similarity	0.6994	NPC254700
Remote Similarity	0.6993	NPC328267
Remote Similarity	0.6993	NPC211218
Remote Similarity	0.6975	NPC91953
Remote Similarity	0.6974	NPC474862
Remote Similarity	0.697	NPC313414
Remote Similarity	0.6959	NPC469243
Remote Similarity	0.6959	NPC475544
Remote Similarity	0.6944	NPC473404
Remote Similarity	0.6941	NPC207675
Remote Similarity	0.6941	NPC212699
Remote Similarity	0.6937	NPC196708
Remote Similarity	0.6937	NPC237227
Remote Similarity	0.6936	NPC472923
Remote Similarity	0.6933	NPC293424
Remote Similarity	0.6914	NPC280022
Remote Similarity	0.6914	NPC197921
Remote Similarity	0.691	NPC254053
Remote Similarity	0.6903	NPC29477
Remote Similarity	0.6901	NPC287757
Remote Similarity	0.6901	NPC319320
Remote Similarity	0.6899	NPC326966
Remote Similarity	0.6899	NPC45191
Remote Similarity	0.6897	NPC234639
Remote Similarity	0.6895	NPC473450
Remote Similarity	0.6895	NPC476661
Remote Similarity	0.6893	NPC248670
Remote Similarity	0.6878	NPC477550
Remote Similarity	0.6878	NPC477552
Remote Similarity	0.6871	NPC469360
Remote Similarity	0.6871	NPC168861
Remote Similarity	0.6865	NPC240130
Remote Similarity	0.6865	NPC61332
Remote Similarity	0.6865	NPC283207
Remote Similarity	0.6859	NPC476662
Remote Similarity	0.6859	NPC214368
Remote Similarity	0.6852	NPC214988
Remote Similarity	0.6852	NPC318591
Remote Similarity	0.6852	NPC231163
Remote Similarity	0.6848	NPC94862
Remote Similarity	0.6848	NPC81026
Remote Similarity	0.6846	NPC303370
Remote Similarity	0.6842	NPC193193
Remote Similarity	0.6842	NPC474874
Remote Similarity	0.6839	NPC221798
Remote Similarity	0.6839	NPC63931
Remote Similarity	0.6839	NPC223207
Remote Similarity	0.6835	NPC241354
Remote Similarity	0.6833	NPC475421
Remote Similarity	0.6832	NPC6570
Remote Similarity	0.6829	NPC195814
Remote Similarity	0.6829	NPC66518
Remote Similarity	0.6828	NPC477526
Remote Similarity	0.6813	NPC105541
Remote Similarity	0.6813	NPC132308
Remote Similarity	0.6807	NPC119569
Remote Similarity	0.6806	NPC477551
Remote Similarity	0.6803	NPC166837
Remote Similarity	0.68	NPC281686
Remote Similarity	0.68	NPC471771
Remote Similarity	0.68	NPC304074
Remote Similarity	0.68	NPC106551
Remote Similarity	0.68	NPC290755
Remote Similarity	0.68	NPC188867
Remote Similarity	0.68	NPC258992
Remote Similarity	0.6795	NPC124776
Remote Similarity	0.6792	NPC275538
Remote Similarity	0.6788	NPC266741
Remote Similarity	0.678	NPC276506
Remote Similarity	0.678	NPC274198
Remote Similarity	0.678	NPC46009
Remote Similarity	0.678	NPC198254
Remote Similarity	0.6779	NPC235250
Remote Similarity	0.6776	NPC319950
Remote Similarity	0.6776	NPC43275
Remote Similarity	0.6772	NPC2596
Remote Similarity	0.6758	NPC309692
Remote Similarity	0.6755	NPC302715
Remote Similarity	0.6755	NPC328763
Remote Similarity	0.6747	NPC63628
Remote Similarity	0.6747	NPC473804
Remote Similarity	0.6747	NPC178466
Remote Similarity	0.6746	NPC214239
Remote Similarity	0.6744	NPC233926
Remote Similarity	0.674	NPC269750
Remote Similarity	0.674	NPC194671
Remote Similarity	0.6738	NPC248822
Remote Similarity	0.6733	NPC10286
Remote Similarity	0.6733	NPC213
Remote Similarity	0.6732	NPC31314
Remote Similarity	0.6731	NPC474479
Remote Similarity	0.6731	NPC89630
Remote Similarity	0.673	NPC238309
Remote Similarity	0.6723	NPC186617
Remote Similarity	0.6721	NPC167763
Remote Similarity	0.6721	NPC470112
Remote Similarity	0.6721	NPC470903
Remote Similarity	0.672	NPC102959
Remote Similarity	0.6717	NPC326333
Remote Similarity	0.6711	NPC26524
Remote Similarity	0.6711	NPC109241
Remote Similarity	0.671	NPC291189
Remote Similarity	0.671	NPC69403
Remote Similarity	0.6709	NPC311753
Remote Similarity	0.6708	NPC267237
Remote Similarity	0.6706	NPC182119
Remote Similarity	0.6704	NPC306804
Remote Similarity	0.669	NPC1065
Remote Similarity	0.6689	NPC128249
Remote Similarity	0.6688	NPC280767
Remote Similarity	0.6688	NPC83279
Remote Similarity	0.6687	NPC106606
Remote Similarity	0.6687	NPC77992
Remote Similarity	0.6685	NPC473693
Remote Similarity	0.6685	NPC471568
Remote Similarity	0.6684	NPC60516
Remote Similarity	0.6684	NPC219350
Remote Similarity	0.6684	NPC194699
Remote Similarity	0.6667	NPC329731
Remote Similarity	0.6667	NPC209463
Remote Similarity	0.6667	NPC279871
Remote Similarity	0.6667	NPC282477
Remote Similarity	0.6667	NPC259554
Remote Similarity	0.6667	NPC284855
Remote Similarity	0.6667	NPC471306
Remote Similarity	0.6667	NPC17698
Remote Similarity	0.6667	NPC471321
Remote Similarity	0.6667	NPC127362
Remote Similarity	0.6667	NPC239697
Remote Similarity	0.6667	NPC314861
Remote Similarity	0.6667	NPC47672
Remote Similarity	0.6667	NPC39431
Remote Similarity	0.6667	NPC283079
Remote Similarity	0.665	NPC478005
Remote Similarity	0.665	NPC326027
Remote Similarity	0.6648	NPC119652
Remote Similarity	0.6648	NPC97526
Remote Similarity	0.6648	NPC89831
Remote Similarity	0.6647	NPC140915
Remote Similarity	0.6647	NPC78530
Remote Similarity	0.6647	NPC305700
Remote Similarity	0.6647	NPC76412
Remote Similarity	0.6647	NPC197741
Remote Similarity	0.6647	NPC184053
Remote Similarity	0.6647	NPC18249
Remote Similarity	0.6647	NPC187028
Remote Similarity	0.6647	NPC10221
Remote Similarity	0.6647	NPC156311
Remote Similarity	0.6646	NPC104854
Remote Similarity	0.6646	NPC204848

Drug Structure

NPD2541 OpenBabel08211702172D 29 30 0 0 1 0 0 0 0 0999 V2000 7.7942 -3.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 -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 4.3301 -1.5000 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 9.5263 -3.5000 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 2.5981 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 -3.0000 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 6.9282 -2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -2.0000 0.0000 C 0 0 1 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 9.5263 -4.5000 0.0000 C 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 3.4641 -2.0000 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 1.7321 -3.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 8.6603 -5.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 10.3923 -5.0000 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 -2.5981 -0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 -3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 1.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.8660 -3.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 10.3923 -6.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 4 1 0 0 0 0 1 12 2 0 0 0 0 2 5 2 0 0 0 0 2 12 1 0 0 0 0 3 6 2 0 0 0 0 3 13 1 0 0 0 0 4 14 2 0 0 0 0 5 14 1 0 0 0 0 6 16 1 0 0 0 0 7 8 1 0 0 0 0 7 19 1 0 0 0 0 8 24 1 0 0 0 0 9 12 1 0 0 0 0 9 17 1 0 0 0 0 10 13 2 0 0 0 0 10 20 1 0 0 0 0 11 19 1 0 0 0 0 13 15 1 0 0 0 0 14 24 1 0 0 0 0 15 11 1 6 0 0 0 15 21 1 0 0 0 0 16 18 2 0 0 0 0 16 20 1 0 0 0 0 17 22 2 0 0 0 0 17 23 1 0 0 0 0 18 25 1 0 0 0 0 19 26 1 0 0 0 0 20 27 1 0 0 0 0 21 28 1 0 0 0 0 23 29 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB005141
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	9840517
ChEBI
CAS Number

Drug Properties

Molecular Weight	331.15
ALogP	-1.6197
MLogP	2.56
XLogP	1.595
HDA	6
HBD	5
Rotatable Bonds	11
TPSA	114.67
RO5 Violation	0