NPASS drugs

Drug Information

Drug ID:	NPD5556
Drug Name:
Molecular Formula:	C23H25N3O2
Canonical SMILES:	O=C1N=c2c(C1)cc1c(c2)o[nH]c1CCC1CCN(CC1)Cc1ccccc1
Standard InCHI:	InChI=1S/C23H25N3O2/c27-23-13-18-12-19-20(25-28-22(19)14-21(18)24-23)7-6-16-8-10-26(11-9-16)15-17-4-2-1-3-5-17/h1-5,12,14,16,25H,6-11,13,15H2
Standard InCHIKey:	DNFGPFRQSJOKEZ-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5556

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	207
0.1-0.2	1387
0.2-0.3	7760
0.3-0.4	4602
0.4-0.5	11779
0.5-0.6	4746
0.6-0.7	399
0.7-0.8	10
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	0.7389	NPC119569
Intermediate Similarity	0.7325	NPC473804
Intermediate Similarity	0.7219	NPC120251
Intermediate Similarity	0.7126	NPC289776
Intermediate Similarity	0.7126	NPC191863
Intermediate Similarity	0.7126	NPC133470
Intermediate Similarity	0.7059	NPC257390
Intermediate Similarity	0.7039	NPC325651
Intermediate Similarity	0.7032	NPC473360
Intermediate Similarity	0.7006	NPC103250
Remote Similarity	0.6968	NPC474473
Remote Similarity	0.6968	NPC266425
Remote Similarity	0.6957	NPC16188
Remote Similarity	0.6954	NPC476249
Remote Similarity	0.6914	NPC9373
Remote Similarity	0.6913	NPC268348
Remote Similarity	0.689	NPC233702
Remote Similarity	0.6855	NPC150712
Remote Similarity	0.6848	NPC202198
Remote Similarity	0.6839	NPC326966
Remote Similarity	0.6835	NPC313694
Remote Similarity	0.6835	NPC242159
Remote Similarity	0.6765	NPC241794
Remote Similarity	0.6725	NPC476231
Remote Similarity	0.6706	NPC469243
Remote Similarity	0.6705	NPC328649
Remote Similarity	0.6688	NPC244866
Remote Similarity	0.6686	NPC223207
Remote Similarity	0.6685	NPC194671
Remote Similarity	0.6685	NPC269750
Remote Similarity	0.6648	NPC39822
Remote Similarity	0.6647	NPC287757
Remote Similarity	0.6647	NPC290755
Remote Similarity	0.6647	NPC471771
Remote Similarity	0.6647	NPC304074
Remote Similarity	0.6647	NPC319320
Remote Similarity	0.6646	NPC132308
Remote Similarity	0.6646	NPC476989
Remote Similarity	0.6646	NPC169766
Remote Similarity	0.6643	NPC96224
Remote Similarity	0.6643	NPC24101
Remote Similarity	0.663	NPC473008
Remote Similarity	0.6622	NPC82963
Remote Similarity	0.6611	NPC28368
Remote Similarity	0.661	NPC279871
Remote Similarity	0.661	NPC165285
Remote Similarity	0.6608	NPC475544
Remote Similarity	0.659	NPC63931
Remote Similarity	0.6587	NPC144691
Remote Similarity	0.6582	NPC328070
Remote Similarity	0.6579	NPC27581
Remote Similarity	0.6577	NPC38458
Remote Similarity	0.6577	NPC311737
Remote Similarity	0.6566	NPC254798
Remote Similarity	0.6562	NPC196708
Remote Similarity	0.6554	NPC475532
Remote Similarity	0.6554	NPC306804
Remote Similarity	0.6548	NPC56685
Remote Similarity	0.6541	NPC184437
Remote Similarity	0.6528	NPC153690
Remote Similarity	0.6527	NPC324081
Remote Similarity	0.6514	NPC141957
Remote Similarity	0.6503	NPC473007
Remote Similarity	0.6503	NPC473498
Remote Similarity	0.6497	NPC478147
Remote Similarity	0.6497	NPC89831
Remote Similarity	0.649	NPC283760
Remote Similarity	0.6489	NPC230313
Remote Similarity	0.6485	NPC136002
Remote Similarity	0.6481	NPC471201
Remote Similarity	0.6477	NPC280022
Remote Similarity	0.6477	NPC66490
Remote Similarity	0.6474	NPC143457
Remote Similarity	0.6474	NPC305717
Remote Similarity	0.6471	NPC473580
Remote Similarity	0.6471	NPC476268
Remote Similarity	0.6464	NPC271792
Remote Similarity	0.6461	NPC137627
Remote Similarity	0.6452	NPC283207
Remote Similarity	0.6452	NPC174629
Remote Similarity	0.6443	NPC14339
Remote Similarity	0.6441	NPC274198
Remote Similarity	0.6441	NPC198254
Remote Similarity	0.6433	NPC296712
Remote Similarity	0.6429	NPC473491
Remote Similarity	0.6429	NPC237649
Remote Similarity	0.6429	NPC300596
Remote Similarity	0.6425	NPC17698
Remote Similarity	0.642	NPC473055
Remote Similarity	0.642	NPC473052
Remote Similarity	0.6415	NPC45191
Remote Similarity	0.6412	NPC117032
Remote Similarity	0.6409	NPC119652
Remote Similarity	0.6409	NPC97526
Remote Similarity	0.6402	NPC471574
Remote Similarity	0.6402	NPC243626
Remote Similarity	0.64	NPC189116
Remote Similarity	0.6389	NPC196243
Remote Similarity	0.6389	NPC231705
Remote Similarity	0.6387	NPC307020
Remote Similarity	0.6384	NPC129486
Remote Similarity	0.6383	NPC473004
Remote Similarity	0.6383	NPC204970
Remote Similarity	0.6382	NPC319950
Remote Similarity	0.638	NPC322526
Remote Similarity	0.638	NPC471316
Remote Similarity	0.6376	NPC118202
Remote Similarity	0.6374	NPC256689
Remote Similarity	0.6374	NPC123011
Remote Similarity	0.6369	NPC273755
Remote Similarity	0.6369	NPC2672
Remote Similarity	0.6368	NPC330009
Remote Similarity	0.6368	NPC322064
Remote Similarity	0.6364	NPC474862
Remote Similarity	0.6364	NPC61004
Remote Similarity	0.6359	NPC294951
Remote Similarity	0.6359	NPC471049
Remote Similarity	0.6359	NPC471050
Remote Similarity	0.6359	NPC471048
Remote Similarity	0.6358	NPC244336
Remote Similarity	0.6358	NPC237227
Remote Similarity	0.6358	NPC6913
Remote Similarity	0.6353	NPC261934
Remote Similarity	0.6353	NPC262166
Remote Similarity	0.6353	NPC5194
Remote Similarity	0.6348	NPC276506
Remote Similarity	0.6347	NPC125852
Remote Similarity	0.6346	NPC171372
Remote Similarity	0.6346	NPC474479
Remote Similarity	0.6345	NPC142297
Remote Similarity	0.6343	NPC216816
Remote Similarity	0.6341	NPC170170
Remote Similarity	0.6341	NPC211468
Remote Similarity	0.6341	NPC219233
Remote Similarity	0.6337	NPC305984
Remote Similarity	0.6335	NPC267237
Remote Similarity	0.6335	NPC473814
Remote Similarity	0.6335	NPC78767
Remote Similarity	0.6333	NPC136797
Remote Similarity	0.6333	NPC158277
Remote Similarity	0.6333	NPC159767
Remote Similarity	0.6333	NPC155506
Remote Similarity	0.6333	NPC317254
Remote Similarity	0.633	NPC28510
Remote Similarity	0.6328	NPC294516
Remote Similarity	0.6328	NPC107938
Remote Similarity	0.6328	NPC278887
Remote Similarity	0.6327	NPC474149
Remote Similarity	0.6316	NPC13397
Remote Similarity	0.6309	NPC309808
Remote Similarity	0.6306	NPC318965
Remote Similarity	0.6305	NPC473041
Remote Similarity	0.6303	NPC323123
Remote Similarity	0.6302	NPC100863
Remote Similarity	0.6299	NPC473050
Remote Similarity	0.6299	NPC473051
Remote Similarity	0.6298	NPC50016
Remote Similarity	0.6296	NPC29650
Remote Similarity	0.6291	NPC147957
Remote Similarity	0.6291	NPC188867
Remote Similarity	0.6291	NPC281686
Remote Similarity	0.6291	NPC106551
Remote Similarity	0.6289	NPC271808
Remote Similarity	0.6287	NPC81026
Remote Similarity	0.6281	NPC471304
Remote Similarity	0.6281	NPC476651
Remote Similarity	0.628	NPC225745
Remote Similarity	0.628	NPC238412
Remote Similarity	0.628	NPC48202
Remote Similarity	0.6278	NPC248670
Remote Similarity	0.6276	NPC45033
Remote Similarity	0.6275	NPC43275
Remote Similarity	0.6266	NPC218323
Remote Similarity	0.6259	NPC258056
Remote Similarity	0.6258	NPC138365
Remote Similarity	0.6257	NPC475204
Remote Similarity	0.6257	NPC475123
Remote Similarity	0.6257	NPC40234
Remote Similarity	0.6257	NPC46009
Remote Similarity	0.625	NPC74153
Remote Similarity	0.625	NPC472121
Remote Similarity	0.625	NPC283468
Remote Similarity	0.625	NPC474091
Remote Similarity	0.6244	NPC323969
Remote Similarity	0.6243	NPC476227
Remote Similarity	0.6242	NPC204156
Remote Similarity	0.6237	NPC315542
Remote Similarity	0.6236	NPC302597
Remote Similarity	0.623	NPC93390
Remote Similarity	0.623	NPC45037
Remote Similarity	0.6228	NPC266741
Remote Similarity	0.6225	NPC160179
Remote Similarity	0.6225	NPC264285
Remote Similarity	0.6223	NPC18890
Remote Similarity	0.6222	NPC230611
Remote Similarity	0.622	NPC106606
Remote Similarity	0.6216	NPC471785
Remote Similarity	0.6213	NPC146370
Remote Similarity	0.6213	NPC189908
Remote Similarity	0.6211	NPC40364

Drug Structure

NPD5556 OpenBabel08211708292D 29 33 0 0 0 0 0 0 0 0999 V2000 8.0109 3.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.1449 2.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.0109 4.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.2788 3.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 7.1449 4.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9487 2.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.9487 1.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8147 4.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6808 2.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6808 4.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5468 3.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.1399 2.5602 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6180 3.6342 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4781 1.0739 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.4128 4.7024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8147 3.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.2788 4.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.1180 2.7681 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.1691 1.6092 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0827 1.2024 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7872 2.0250 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5962 3.4263 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.7007 2.4317 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.9781 0.2079 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.5468 4.2024 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -3.3393 4.0954 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.7213 -0.4612 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 2 0 0 0 0 1 3 1 0 0 0 0 2 4 1 0 0 0 0 3 5 2 0 0 0 0 4 17 2 0 0 0 0 5 17 1 0 0 0 0 6 7 1 0 0 0 0 6 16 1 0 0 0 0 7 20 1 0 0 0 0 8 10 1 0 0 0 0 8 16 1 0 0 0 0 9 11 1 0 0 0 0 9 16 1 0 0 0 0 10 26 1 0 0 0 0 11 26 1 0 0 0 0 12 18 2 0 0 0 0 12 19 1 0 0 0 0 13 18 1 0 0 0 0 13 23 1 0 0 0 0 14 21 1 0 0 0 0 14 22 2 0 0 0 0 15 17 1 0 0 0 0 15 26 1 0 0 0 0 18 21 1 0 0 0 0 19 20 2 0 0 0 0 19 22 1 0 0 0 0 20 25 1 0 0 0 0 21 24 2 0 0 0 0 22 28 1 0 0 0 0 23 24 1 0 0 0 0 23 27 2 0 0 0 0 25 28 1 0 0 0 0 25 29 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNC005255
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	5490675
ChEBI
CAS Number

Drug Properties

Molecular Weight	375.19
ALogP	-1.9125
MLogP	3.44
XLogP	4.221
HDA	3
HBD	1
Rotatable Bonds	5
TPSA	53.93
RO5 Violation	0