NPASS drugs

Drug Information

Drug ID:	NPD5769
Drug Name:
Molecular Formula:	C23H35NO2
Canonical SMILES:	CC(CC(=O)C1CCC2C1(C)CCC1C2CCC2C1(C)C=CC(=N2)O)C
Standard InCHI:	InChI=1S/C23H35NO2/c1-14(2)13-19(25)18-7-6-16-15-5-8-20-23(4,12-10-21(26)24-20)17(15)9-11-22(16,18)3/h10,12,14-18,20H,5-9,11,13H2,1-4H3,(H,24,26)
Standard InCHIKey:	RDPJISLOFXUIDK-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD5769

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	52
0.1-0.2	569
0.2-0.3	5880
0.3-0.4	14278
0.4-0.5	7215
0.5-0.6	2599
0.6-0.7	275
0.7-0.8	20
0.8-0.85	2
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	0.81	NPC152718
Intermediate Similarity	0.8039	NPC230677
Intermediate Similarity	0.7921	NPC226509
Intermediate Similarity	0.7895	NPC249312
Intermediate Similarity	0.7778	NPC247220
Intermediate Similarity	0.7767	NPC469958
Intermediate Similarity	0.766	NPC152684
Intermediate Similarity	0.7624	NPC140685
Intermediate Similarity	0.7474	NPC182106
Intermediate Similarity	0.7474	NPC311769
Intermediate Similarity	0.7447	NPC21667
Intermediate Similarity	0.7423	NPC259252
Intermediate Similarity	0.7363	NPC91665
Intermediate Similarity	0.7353	NPC184033
Intermediate Similarity	0.7315	NPC175585
Intermediate Similarity	0.7264	NPC119329
Intermediate Similarity	0.7234	NPC257962
Intermediate Similarity	0.7129	NPC476753
Intermediate Similarity	0.7129	NPC476752
Intermediate Similarity	0.7075	NPC58200
Intermediate Similarity	0.7041	NPC166458
Intermediate Similarity	0.7019	NPC167419
Remote Similarity	0.6893	NPC476754
Remote Similarity	0.6889	NPC40574
Remote Similarity	0.6813	NPC305501
Remote Similarity	0.6809	NPC470557
Remote Similarity	0.6804	NPC224072
Remote Similarity	0.6804	NPC472239
Remote Similarity	0.6786	NPC328052
Remote Similarity	0.6778	NPC182815
Remote Similarity	0.6759	NPC471083
Remote Similarity	0.6737	NPC82635
Remote Similarity	0.6737	NPC470052
Remote Similarity	0.6727	NPC55462
Remote Similarity	0.6701	NPC4166
Remote Similarity	0.6697	NPC98765
Remote Similarity	0.6697	NPC293299
Remote Similarity	0.6697	NPC90538
Remote Similarity	0.6697	NPC474563
Remote Similarity	0.6697	NPC45365
Remote Similarity	0.6667	NPC20610
Remote Similarity	0.6667	NPC178025
Remote Similarity	0.6667	NPC469968
Remote Similarity	0.6667	NPC80834
Remote Similarity	0.6667	NPC16287
Remote Similarity	0.6667	NPC181743
Remote Similarity	0.6634	NPC476293
Remote Similarity	0.6633	NPC3511
Remote Similarity	0.6633	NPC469804
Remote Similarity	0.6633	NPC311092
Remote Similarity	0.6633	NPC472867
Remote Similarity	0.6633	NPC469805
Remote Similarity	0.6633	NPC142253
Remote Similarity	0.663	NPC470078
Remote Similarity	0.663	NPC115023
Remote Similarity	0.663	NPC234707
Remote Similarity	0.663	NPC110615
Remote Similarity	0.6629	NPC323005
Remote Similarity	0.6606	NPC50815
Remote Similarity	0.66	NPC60350
Remote Similarity	0.66	NPC471224
Remote Similarity	0.6598	NPC469797
Remote Similarity	0.6598	NPC469798
Remote Similarity	0.6596	NPC255650
Remote Similarity	0.6571	NPC280710
Remote Similarity	0.6571	NPC243985
Remote Similarity	0.6566	NPC3856
Remote Similarity	0.6566	NPC279639
Remote Similarity	0.6566	NPC41539
Remote Similarity	0.6559	NPC303613
Remote Similarity	0.6559	NPC251705
Remote Similarity	0.6559	NPC474228
Remote Similarity	0.6545	NPC474583
Remote Similarity	0.6542	NPC240650
Remote Similarity	0.6526	NPC69408
Remote Similarity	0.6522	NPC214770
Remote Similarity	0.6522	NPC307176
Remote Similarity	0.6522	NPC282593
Remote Similarity	0.6522	NPC35734
Remote Similarity	0.6522	NPC477856
Remote Similarity	0.6522	NPC159577
Remote Similarity	0.6514	NPC474001
Remote Similarity	0.6505	NPC2983
Remote Similarity	0.65	NPC87552
Remote Similarity	0.6495	NPC215843
Remote Similarity	0.6489	NPC255021
Remote Similarity	0.6489	NPC309852
Remote Similarity	0.6476	NPC247316
Remote Similarity	0.6465	NPC469806
Remote Similarity	0.6465	NPC477583
Remote Similarity	0.6465	NPC469799
Remote Similarity	0.6465	NPC215474
Remote Similarity	0.646	NPC140251
Remote Similarity	0.646	NPC307903
Remote Similarity	0.6455	NPC476755
Remote Similarity	0.6455	NPC247060
Remote Similarity	0.6452	NPC54123
Remote Similarity	0.6444	NPC187315
Remote Similarity	0.6436	NPC472940
Remote Similarity	0.6436	NPC269638
Remote Similarity	0.6436	NPC8571
Remote Similarity	0.6436	NPC472931
Remote Similarity	0.6436	NPC137493
Remote Similarity	0.6436	NPC474083
Remote Similarity	0.6429	NPC250632
Remote Similarity	0.6429	NPC36497
Remote Similarity	0.6422	NPC275686
Remote Similarity	0.6421	NPC469803
Remote Similarity	0.6421	NPC293803
Remote Similarity	0.6415	NPC477290
Remote Similarity	0.6413	NPC139397
Remote Similarity	0.6413	NPC245223
Remote Similarity	0.64	NPC477584
Remote Similarity	0.6383	NPC470044
Remote Similarity	0.6383	NPC470045
Remote Similarity	0.6381	NPC475806
Remote Similarity	0.6373	NPC469994
Remote Similarity	0.6364	NPC477582
Remote Similarity	0.6364	NPC147066
Remote Similarity	0.6354	NPC476308
Remote Similarity	0.6348	NPC472359
Remote Similarity	0.6346	NPC262043
Remote Similarity	0.6346	NPC309603
Remote Similarity	0.6346	NPC473999
Remote Similarity	0.6344	NPC2634
Remote Similarity	0.6344	NPC251929
Remote Similarity	0.6344	NPC265782
Remote Similarity	0.6344	NPC260040
Remote Similarity	0.6339	NPC475239
Remote Similarity	0.6333	NPC35037
Remote Similarity	0.6321	NPC474736
Remote Similarity	0.632	NPC471586
Remote Similarity	0.6316	NPC474796
Remote Similarity	0.6316	NPC329866
Remote Similarity	0.6316	NPC476904
Remote Similarity	0.6316	NPC474797
Remote Similarity	0.6311	NPC136948
Remote Similarity	0.6311	NPC128644
Remote Similarity	0.63	NPC320514
Remote Similarity	0.63	NPC39966
Remote Similarity	0.63	NPC477581
Remote Similarity	0.6286	NPC320026
Remote Similarity	0.6286	NPC48010
Remote Similarity	0.6283	NPC233256
Remote Similarity	0.6283	NPC195841
Remote Similarity	0.6277	NPC476329
Remote Similarity	0.6277	NPC133253
Remote Similarity	0.6277	NPC21773
Remote Similarity	0.6275	NPC29447
Remote Similarity	0.6275	NPC147513
Remote Similarity	0.6273	NPC239768
Remote Similarity	0.6273	NPC128698
Remote Similarity	0.6263	NPC474509
Remote Similarity	0.6262	NPC8993
Remote Similarity	0.625	NPC473171
Remote Similarity	0.625	NPC476346
Remote Similarity	0.6238	NPC470047
Remote Similarity	0.6238	NPC470046
Remote Similarity	0.6237	NPC138409
Remote Similarity	0.6228	NPC169375
Remote Similarity	0.6228	NPC25340
Remote Similarity	0.6228	NPC244982
Remote Similarity	0.6228	NPC476756
Remote Similarity	0.6226	NPC23217
Remote Similarity	0.6226	NPC473998
Remote Similarity	0.6222	NPC469662
Remote Similarity	0.6214	NPC157479
Remote Similarity	0.6211	NPC180015
Remote Similarity	0.6211	NPC56747
Remote Similarity	0.6211	NPC109576
Remote Similarity	0.6211	NPC130016
Remote Similarity	0.6207	NPC476290
Remote Similarity	0.6207	NPC72753
Remote Similarity	0.62	NPC201912
Remote Similarity	0.62	NPC38350
Remote Similarity	0.6176	NPC82902
Remote Similarity	0.6176	NPC85774
Remote Similarity	0.6176	NPC59453
Remote Similarity	0.6176	NPC221758
Remote Similarity	0.6176	NPC214043
Remote Similarity	0.6162	NPC477371
Remote Similarity	0.6161	NPC469598
Remote Similarity	0.6154	NPC58063
Remote Similarity	0.6154	NPC317590
Remote Similarity	0.6154	NPC163016
Remote Similarity	0.6154	NPC93778
Remote Similarity	0.6154	NPC75315
Remote Similarity	0.6154	NPC236618
Remote Similarity	0.6139	NPC283277
Remote Similarity	0.6139	NPC100297
Remote Similarity	0.6139	NPC193347
Remote Similarity	0.6139	NPC260956
Remote Similarity	0.6134	NPC476814
Remote Similarity	0.6134	NPC476813
Remote Similarity	0.6132	NPC473056
Remote Similarity	0.6132	NPC69622
Remote Similarity	0.6117	NPC34811
Remote Similarity	0.6117	NPC469948
Remote Similarity	0.6117	NPC474218
Remote Similarity	0.6111	NPC477740

Drug Structure

NPD5769 OpenBabel08211708292D 27 30 0 0 1 0 0 0 0 0999 V2000 -2.1664 5.9356 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.8154 6.2856 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3757 3.9310 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8439 2.4709 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5309 0.4864 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0615 1.9471 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.0618 2.9208 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6870 -0.0005 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.6878 2.9218 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8428 1.4617 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5317 3.4087 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0006 1.9486 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.2940 4.6825 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0919 5.6346 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5312 1.4607 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -3.3751 1.9476 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -1.6875 1.9481 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -4.2193 3.4082 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -4.2196 4.3815 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.8433 0.4869 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 0.8431 0.4874 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3754 2.9213 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -0.8436 1.4612 0.0000 C 0 0 3 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 -4.9431 5.0325 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.6865 0.0007 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.1732 0.8442 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 14 1 0 0 0 0 2 14 1 0 0 0 0 3 22 1 0 0 0 0 4 23 1 0 0 0 0 5 8 1 0 0 0 0 5 15 1 0 0 0 0 6 7 1 0 0 0 0 6 16 1 0 0 0 0 7 18 1 0 0 0 0 8 20 1 0 0 0 0 9 11 1 0 0 0 0 9 17 1 0 0 0 0 10 12 2 0 0 0 0 10 21 1 0 0 0 0 11 22 1 0 0 0 0 12 23 1 0 0 0 0 13 14 1 0 0 0 0 13 19 1 0 0 0 0 15 16 1 0 0 0 0 15 17 1 0 0 0 0 16 22 1 0 0 0 0 17 23 1 0 0 0 0 18 19 1 0 0 0 0 18 22 1 0 0 0 0 19 25 2 0 0 0 0 20 23 1 0 0 0 0 20 24 1 0 0 0 0 21 24 2 0 0 0 0 21 26 1 0 0 0 0 26 27 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB002009
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	59758
ChEBI
CAS Number

Drug Properties

Molecular Weight	357.27
ALogP	1.2827
MLogP	3.66
XLogP	5.639
HDA	3
HBD	1
Rotatable Bonds	8
TPSA	49.66
RO5 Violation	1