NPASS drugs

Drug Information

Drug ID:	NPD5511
Drug Name:	crisnatol
Molecular Formula:	C23H23NO2
Canonical SMILES:	OCC(NCc1cc2c3ccccc3ccc2c2c1cccc2)(CO)C
Standard InCHI:	InChI=1S/C23H23NO2/c1-23(14-25,15-26)24-13-17-12-22-18-7-3-2-6-16(18)10-11-21(22)20-9-5-4-8-19(17)20/h2-12,24-26H,13-15H2,1H3
Standard InCHIKey:	SBRXTSOCZITGQG-UHFFFAOYSA-N
Max Developmental Stage:	Discontinued
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5511

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	87
0.1-0.2	896
0.2-0.3	4770
0.3-0.4	12846
0.4-0.5	10130
0.5-0.6	1992
0.6-0.7	163
0.7-0.8	6
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	0.7522	NPC329430
Intermediate Similarity	0.7436	NPC239854
Intermediate Similarity	0.7424	NPC40488
Intermediate Similarity	0.7105	NPC470926
Intermediate Similarity	0.7091	NPC169016
Intermediate Similarity	0.705	NPC478140
Remote Similarity	0.6964	NPC258046
Remote Similarity	0.6903	NPC60408
Remote Similarity	0.6829	NPC474695
Remote Similarity	0.6822	NPC101139
Remote Similarity	0.6786	NPC133162
Remote Similarity	0.6732	NPC29647
Remote Similarity	0.6727	NPC315216
Remote Similarity	0.6688	NPC79328
Remote Similarity	0.6646	NPC195392
Remote Similarity	0.6642	NPC314192
Remote Similarity	0.6639	NPC108339
Remote Similarity	0.6613	NPC147000
Remote Similarity	0.6613	NPC304761
Remote Similarity	0.6613	NPC226778
Remote Similarity	0.6613	NPC150254
Remote Similarity	0.6585	NPC327226
Remote Similarity	0.6583	NPC471320
Remote Similarity	0.6583	NPC471319
Remote Similarity	0.6571	NPC126458
Remote Similarity	0.6549	NPC119677
Remote Similarity	0.6549	NPC104070
Remote Similarity	0.6545	NPC12857
Remote Similarity	0.6545	NPC66270
Remote Similarity	0.6545	NPC245896
Remote Similarity	0.6541	NPC320656
Remote Similarity	0.6525	NPC220596
Remote Similarity	0.6522	NPC119326
Remote Similarity	0.6486	NPC311330
Remote Similarity	0.6484	NPC292758
Remote Similarity	0.6484	NPC65855
Remote Similarity	0.6478	NPC209377
Remote Similarity	0.6457	NPC79618
Remote Similarity	0.6457	NPC434
Remote Similarity	0.6438	NPC223077
Remote Similarity	0.6438	NPC56887
Remote Similarity	0.6438	NPC193853
Remote Similarity	0.6429	NPC50063
Remote Similarity	0.6417	NPC469330
Remote Similarity	0.6397	NPC273830
Remote Similarity	0.6371	NPC474582
Remote Similarity	0.6364	NPC139658
Remote Similarity	0.6329	NPC7393
Remote Similarity	0.6324	NPC326232
Remote Similarity	0.6312	NPC233650
Remote Similarity	0.6306	NPC98269
Remote Similarity	0.6306	NPC290638
Remote Similarity	0.6306	NPC325662
Remote Similarity	0.6299	NPC67043
Remote Similarity	0.6291	NPC264589
Remote Similarity	0.6277	NPC475915
Remote Similarity	0.6277	NPC71684
Remote Similarity	0.6273	NPC134858
Remote Similarity	0.6273	NPC307195
Remote Similarity	0.6273	NPC169743
Remote Similarity	0.6273	NPC276699
Remote Similarity	0.626	NPC311242
Remote Similarity	0.626	NPC324602
Remote Similarity	0.625	NPC149379
Remote Similarity	0.6241	NPC246904
Remote Similarity	0.624	NPC214200
Remote Similarity	0.624	NPC228400
Remote Similarity	0.6218	NPC470877
Remote Similarity	0.6218	NPC26601
Remote Similarity	0.6216	NPC219233
Remote Similarity	0.6216	NPC211468
Remote Similarity	0.6216	NPC271642
Remote Similarity	0.6216	NPC170170
Remote Similarity	0.6214	NPC79698
Remote Similarity	0.621	NPC290515
Remote Similarity	0.621	NPC226096
Remote Similarity	0.621	NPC303611
Remote Similarity	0.621	NPC108606
Remote Similarity	0.621	NPC164514
Remote Similarity	0.6196	NPC210140
Remote Similarity	0.6196	NPC150879
Remote Similarity	0.6195	NPC159661
Remote Similarity	0.619	NPC40496
Remote Similarity	0.619	NPC119068
Remote Similarity	0.6186	NPC473031
Remote Similarity	0.6182	NPC96835
Remote Similarity	0.6182	NPC258492
Remote Similarity	0.6181	NPC473962
Remote Similarity	0.6174	NPC323123
Remote Similarity	0.6172	NPC211551
Remote Similarity	0.6167	NPC141139
Remote Similarity	0.6167	NPC121872
Remote Similarity	0.6167	NPC78041
Remote Similarity	0.6167	NPC209764
Remote Similarity	0.6167	NPC74936
Remote Similarity	0.6167	NPC159178
Remote Similarity	0.6167	NPC471307
Remote Similarity	0.6154	NPC230276
Remote Similarity	0.6154	NPC257269
Remote Similarity	0.6148	NPC322040
Remote Similarity	0.6143	NPC307020
Remote Similarity	0.6142	NPC19856
Remote Similarity	0.6138	NPC208757
Remote Similarity	0.6135	NPC81247
Remote Similarity	0.6135	NPC476573
Remote Similarity	0.6135	NPC35627
Remote Similarity	0.6126	NPC98976
Remote Similarity	0.6125	NPC221864
Remote Similarity	0.6121	NPC475097
Remote Similarity	0.6111	NPC469457
Remote Similarity	0.6107	NPC24777
Remote Similarity	0.6104	NPC253883
Remote Similarity	0.6104	NPC90844
Remote Similarity	0.6104	NPC144863
Remote Similarity	0.6104	NPC95075
Remote Similarity	0.6102	NPC203076
Remote Similarity	0.6101	NPC170503
Remote Similarity	0.6101	NPC203784
Remote Similarity	0.6101	NPC126519
Remote Similarity	0.6098	NPC215351
Remote Similarity	0.6098	NPC20142
Remote Similarity	0.6096	NPC313352
Remote Similarity	0.6096	NPC132847
Remote Similarity	0.6087	NPC205255
Remote Similarity	0.6087	NPC230956
Remote Similarity	0.6087	NPC119649
Remote Similarity	0.6087	NPC235143
Remote Similarity	0.6087	NPC271388
Remote Similarity	0.6087	NPC242628
Remote Similarity	0.6074	NPC213
Remote Similarity	0.6074	NPC10286
Remote Similarity	0.6074	NPC473573
Remote Similarity	0.6068	NPC267704
Remote Similarity	0.6066	NPC128645
Remote Similarity	0.6061	NPC319579
Remote Similarity	0.6049	NPC79402
Remote Similarity	0.6049	NPC80759
Remote Similarity	0.6047	NPC471186
Remote Similarity	0.6036	NPC112609
Remote Similarity	0.6036	NPC113000
Remote Similarity	0.6036	NPC122327
Remote Similarity	0.6034	NPC73637
Remote Similarity	0.6034	NPC121478
Remote Similarity	0.6027	NPC313663
Remote Similarity	0.6026	NPC207824
Remote Similarity	0.6026	NPC470925
Remote Similarity	0.6026	NPC60538
Remote Similarity	0.6026	NPC92541
Remote Similarity	0.6026	NPC219162
Remote Similarity	0.6026	NPC475763
Remote Similarity	0.6018	NPC249018
Remote Similarity	0.6018	NPC3190
Remote Similarity	0.6016	NPC471309
Remote Similarity	0.6014	NPC322366
Remote Similarity	0.6012	NPC477998
Remote Similarity	0.6	NPC109151
Remote Similarity	0.6	NPC158028
Remote Similarity	0.6	NPC193578
Remote Similarity	0.6	NPC87099
Remote Similarity	0.6	NPC39799
Remote Similarity	0.6	NPC259665
Remote Similarity	0.6	NPC126859
Remote Similarity	0.6	NPC280135
Remote Similarity	0.6	NPC89769
Remote Similarity	0.6	NPC94751
Remote Similarity	0.6	NPC142326
Remote Similarity	0.6	NPC226999
Remote Similarity	0.6	NPC1008
Remote Similarity	0.6	NPC135433
Remote Similarity	0.5985	NPC137096
Remote Similarity	0.5984	NPC245259
Remote Similarity	0.5984	NPC125226
Remote Similarity	0.5976	NPC173416
Remote Similarity	0.5976	NPC148709
Remote Similarity	0.5976	NPC476577
Remote Similarity	0.5972	NPC111428
Remote Similarity	0.5971	NPC316582
Remote Similarity	0.5969	NPC113326
Remote Similarity	0.5969	NPC194390
Remote Similarity	0.5969	NPC88267
Remote Similarity	0.5969	NPC56168
Remote Similarity	0.5969	NPC224610
Remote Similarity	0.5968	NPC161972
Remote Similarity	0.5968	NPC58674
Remote Similarity	0.5968	NPC303045
Remote Similarity	0.5966	NPC117717
Remote Similarity	0.5966	NPC476565
Remote Similarity	0.5965	NPC255345
Remote Similarity	0.5963	NPC73644
Remote Similarity	0.5959	NPC246913
Remote Similarity	0.5957	NPC35996
Remote Similarity	0.5954	NPC472979
Remote Similarity	0.5954	NPC27252
Remote Similarity	0.5952	NPC66341
Remote Similarity	0.5952	NPC192135
Remote Similarity	0.5952	NPC477020
Remote Similarity	0.595	NPC176858
Remote Similarity	0.595	NPC199567
Remote Similarity	0.5949	NPC76213
Remote Similarity	0.5949	NPC277669

Drug Structure

NPD5511 OpenBabel08211708292D 29 32 0 0 0 0 0 0 0 0999 V2000 -2.7321 4.0000 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 2.5981 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 1.0000 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 1.7321 -2.0000 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 -2.5981 1.5000 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 -2.0000 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 -0.0000 1.0000 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 -1.7321 5.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.7321 4.0000 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 -0.8660 1.5000 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 1.0000 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 -0.8660 -0.5000 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 -1.7321 4.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 3.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 5.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.2321 4.8660 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 -3.4641 5.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.7321 5.7321 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 6 1 0 0 0 0 3 7 1 0 0 0 0 4 5 2 0 0 0 0 4 8 1 0 0 0 0 5 9 1 0 0 0 0 6 16 2 0 0 0 0 7 18 2 0 0 0 0 8 19 2 0 0 0 0 9 20 2 0 0 0 0 10 11 2 0 0 0 0 10 16 1 0 0 0 0 11 21 1 0 0 0 0 12 17 2 0 0 0 0 12 22 1 0 0 0 0 13 17 1 0 0 0 0 13 24 1 0 0 0 0 14 23 1 0 0 0 0 14 25 1 0 0 0 0 15 23 1 0 0 0 0 15 26 1 0 0 0 0 16 18 1 0 0 0 0 17 19 1 0 0 0 0 18 22 1 0 0 0 0 19 20 1 0 0 0 0 20 21 1 0 0 0 0 21 22 2 0 0 0 0 23 24 1 0 0 0 0 24 27 1 0 0 0 0 25 28 1 0 0 0 0 26 29 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB016526
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	345.17
ALogP	-1.1516
MLogP	3.66
XLogP	7.396
HDA	3
HBD	3
Rotatable Bonds	8
TPSA	52.49
RO5 Violation	1