NPASS drugs

Drug Information

Drug ID:	NPD6933
Drug Name:
Molecular Formula:	C27H44O3
Canonical SMILES:	O[C@@H]1CCC(=C)/C(=CC=C2/CCC[C@]3(C2CCC3C(CC[C@H](C(O)(C)C)O)C)C)/C1
Standard InCHI:	InChI=1S/C27H44O3/c1-18-8-12-22(28)17-21(18)11-10-20-7-6-16-27(5)23(13-14-24(20)27)19(2)9-15-25(29)26(3,4)30/h10-11,19,22-25,28-30H,1,6-9,12-17H2,2-5H3/b20-10+,21-11-/t19?,22-,23?,24?,25-,27-/m1/s1
Standard InCHIKey:	FCKJYANJHNLEEP-RNOFMYSRSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD6933

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	89
0.1-0.2	697
0.2-0.3	3205
0.3-0.4	10679
0.4-0.5	6991
0.5-0.6	5283
0.6-0.7	3093
0.7-0.8	709
0.8-0.85	108
0.85-0.9	25
0.9-0.95	6
0.95-1	5

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
High Similarity	1.0	NPC315261
High Similarity	0.9714	NPC329090
High Similarity	0.9714	NPC27395
High Similarity	0.9577	NPC319090
High Similarity	0.9577	NPC328104
High Similarity	0.9143	NPC167272
High Similarity	0.9143	NPC269877
High Similarity	0.9091	NPC320548
High Similarity	0.9067	NPC328714
High Similarity	0.9014	NPC9161
High Similarity	0.9014	NPC49422
High Similarity	0.8947	NPC324772
High Similarity	0.8831	NPC320525
High Similarity	0.88	NPC155986
High Similarity	0.88	NPC318495
High Similarity	0.88	NPC198968
High Similarity	0.8701	NPC13554
High Similarity	0.8684	NPC76931
High Similarity	0.8684	NPC18603
High Similarity	0.8684	NPC307965
High Similarity	0.8667	NPC107059
High Similarity	0.8667	NPC321016
High Similarity	0.8667	NPC321381
High Similarity	0.8608	NPC474634
High Similarity	0.859	NPC474531
High Similarity	0.859	NPC6707
High Similarity	0.8533	NPC162742
High Similarity	0.8533	NPC288035
High Similarity	0.8533	NPC230301
High Similarity	0.8533	NPC304309
High Similarity	0.8533	NPC285893
High Similarity	0.8533	NPC22105
High Similarity	0.8533	NPC28657
High Similarity	0.8533	NPC134847
High Similarity	0.8533	NPC136188
High Similarity	0.8514	NPC474140
Intermediate Similarity	0.8481	NPC30166
Intermediate Similarity	0.8472	NPC160209
Intermediate Similarity	0.8462	NPC236112
Intermediate Similarity	0.8462	NPC241290
Intermediate Similarity	0.8462	NPC164840
Intermediate Similarity	0.8462	NPC209944
Intermediate Similarity	0.8442	NPC285761
Intermediate Similarity	0.8442	NPC87604
Intermediate Similarity	0.8442	NPC473943
Intermediate Similarity	0.8442	NPC474216
Intermediate Similarity	0.8442	NPC477522
Intermediate Similarity	0.8421	NPC113733
Intermediate Similarity	0.8421	NPC300324
Intermediate Similarity	0.8421	NPC240604
Intermediate Similarity	0.8375	NPC317458
Intermediate Similarity	0.8375	NPC207013
Intermediate Similarity	0.8354	NPC264245
Intermediate Similarity	0.8354	NPC47761
Intermediate Similarity	0.8333	NPC80530
Intermediate Similarity	0.8333	NPC143182
Intermediate Similarity	0.8333	NPC28862
Intermediate Similarity	0.8333	NPC109546
Intermediate Similarity	0.8333	NPC47982
Intermediate Similarity	0.8333	NPC81306
Intermediate Similarity	0.8333	NPC273410
Intermediate Similarity	0.8333	NPC84694
Intermediate Similarity	0.8312	NPC34019
Intermediate Similarity	0.8293	NPC473168
Intermediate Similarity	0.8293	NPC94462
Intermediate Similarity	0.8289	NPC471468
Intermediate Similarity	0.8289	NPC141071
Intermediate Similarity	0.8289	NPC471723
Intermediate Similarity	0.8289	NPC66566
Intermediate Similarity	0.8289	NPC257347
Intermediate Similarity	0.8289	NPC477923
Intermediate Similarity	0.8272	NPC474493
Intermediate Similarity	0.8272	NPC185568
Intermediate Similarity	0.8272	NPC238485
Intermediate Similarity	0.8267	NPC68443
Intermediate Similarity	0.825	NPC49964
Intermediate Similarity	0.825	NPC201852
Intermediate Similarity	0.8228	NPC26117
Intermediate Similarity	0.8228	NPC322313
Intermediate Similarity	0.8228	NPC236237
Intermediate Similarity	0.8228	NPC234193
Intermediate Similarity	0.8228	NPC102253
Intermediate Similarity	0.8205	NPC138621
Intermediate Similarity	0.8205	NPC244385
Intermediate Similarity	0.8205	NPC6978
Intermediate Similarity	0.8205	NPC205455
Intermediate Similarity	0.8205	NPC477514
Intermediate Similarity	0.8205	NPC275910
Intermediate Similarity	0.8205	NPC167037
Intermediate Similarity	0.8205	NPC186191
Intermediate Similarity	0.8194	NPC149680
Intermediate Similarity	0.8182	NPC96319
Intermediate Similarity	0.8182	NPC244488
Intermediate Similarity	0.8182	NPC134330
Intermediate Similarity	0.8182	NPC274079
Intermediate Similarity	0.8182	NPC91573
Intermediate Similarity	0.8182	NPC129165
Intermediate Similarity	0.8182	NPC477925
Intermediate Similarity	0.8182	NPC189883
Intermediate Similarity	0.8182	NPC237460
Intermediate Similarity	0.8182	NPC247325
Intermediate Similarity	0.8148	NPC470384
Intermediate Similarity	0.8148	NPC475789
Intermediate Similarity	0.8133	NPC242001
Intermediate Similarity	0.8133	NPC167706
Intermediate Similarity	0.8125	NPC474752
Intermediate Similarity	0.8125	NPC209620
Intermediate Similarity	0.8125	NPC70927
Intermediate Similarity	0.8125	NPC474683
Intermediate Similarity	0.8125	NPC474759
Intermediate Similarity	0.8125	NPC23852
Intermediate Similarity	0.8125	NPC474731
Intermediate Similarity	0.8125	NPC82986
Intermediate Similarity	0.8125	NPC7505
Intermediate Similarity	0.8125	NPC470383
Intermediate Similarity	0.8101	NPC30986
Intermediate Similarity	0.8101	NPC1319
Intermediate Similarity	0.8101	NPC209430
Intermediate Similarity	0.8095	NPC474668
Intermediate Similarity	0.8077	NPC477924
Intermediate Similarity	0.8077	NPC214570
Intermediate Similarity	0.8072	NPC125399
Intermediate Similarity	0.8072	NPC89077
Intermediate Similarity	0.8072	NPC477604
Intermediate Similarity	0.8056	NPC238352
Intermediate Similarity	0.8056	NPC477009
Intermediate Similarity	0.8049	NPC205845
Intermediate Similarity	0.8049	NPC231310
Intermediate Similarity	0.8026	NPC471799
Intermediate Similarity	0.8025	NPC218616
Intermediate Similarity	0.8025	NPC50964
Intermediate Similarity	0.8025	NPC189972
Intermediate Similarity	0.8025	NPC296701
Intermediate Similarity	0.8025	NPC470614
Intermediate Similarity	0.8025	NPC1272
Intermediate Similarity	0.8025	NPC20853
Intermediate Similarity	0.8025	NPC202389
Intermediate Similarity	0.8025	NPC5985
Intermediate Similarity	0.8025	NPC101462
Intermediate Similarity	0.8	NPC22403
Intermediate Similarity	0.8	NPC32830
Intermediate Similarity	0.8	NPC475728
Intermediate Similarity	0.8	NPC470361
Intermediate Similarity	0.8	NPC145498
Intermediate Similarity	0.7976	NPC90652
Intermediate Similarity	0.7975	NPC302041
Intermediate Similarity	0.7975	NPC83351
Intermediate Similarity	0.7975	NPC65897
Intermediate Similarity	0.7975	NPC85346
Intermediate Similarity	0.7975	NPC167891
Intermediate Similarity	0.7975	NPC318136
Intermediate Similarity	0.7973	NPC208999
Intermediate Similarity	0.7952	NPC274448
Intermediate Similarity	0.7952	NPC157257
Intermediate Similarity	0.7952	NPC474349
Intermediate Similarity	0.7952	NPC474189
Intermediate Similarity	0.7949	NPC202642
Intermediate Similarity	0.7949	NPC46160
Intermediate Similarity	0.7949	NPC470362
Intermediate Similarity	0.7949	NPC73875
Intermediate Similarity	0.7945	NPC250977
Intermediate Similarity	0.7931	NPC310013
Intermediate Similarity	0.7922	NPC469533
Intermediate Similarity	0.7922	NPC469593
Intermediate Similarity	0.7922	NPC471797
Intermediate Similarity	0.7922	NPC243342
Intermediate Similarity	0.7922	NPC469534
Intermediate Similarity	0.7922	NPC477138
Intermediate Similarity	0.7917	NPC309300
Intermediate Similarity	0.7917	NPC225415
Intermediate Similarity	0.7917	NPC219940
Intermediate Similarity	0.7907	NPC204188
Intermediate Similarity	0.7907	NPC291484
Intermediate Similarity	0.7907	NPC3345
Intermediate Similarity	0.7907	NPC11216
Intermediate Similarity	0.7907	NPC80561
Intermediate Similarity	0.7907	NPC107189
Intermediate Similarity	0.7907	NPC329596
Intermediate Similarity	0.7882	NPC133588
Intermediate Similarity	0.7882	NPC470417
Intermediate Similarity	0.7882	NPC470542
Intermediate Similarity	0.7882	NPC44181
Intermediate Similarity	0.7882	NPC67872
Intermediate Similarity	0.7882	NPC280556
Intermediate Similarity	0.7875	NPC472463
Intermediate Similarity	0.7857	NPC269058
Intermediate Similarity	0.7857	NPC152808
Intermediate Similarity	0.7857	NPC293287
Intermediate Similarity	0.7857	NPC5698
Intermediate Similarity	0.7857	NPC6391
Intermediate Similarity	0.7857	NPC71520
Intermediate Similarity	0.7857	NPC261266
Intermediate Similarity	0.7848	NPC130136
Intermediate Similarity	0.7838	NPC68703
Intermediate Similarity	0.7838	NPC472253
Intermediate Similarity	0.7838	NPC472255
Intermediate Similarity	0.7838	NPC69649
Intermediate Similarity	0.7831	NPC221758
Intermediate Similarity	0.7831	NPC59453
Intermediate Similarity	0.7831	NPC474047

Drug Structure

NPD6933 OpenBabel08211710072D 33 35 0 0 1 0 0 0 0 0999 V2000 3.4641 2.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3904 1.2044 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.4404 -3.3701 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.3915 -3.0611 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.5878 -0.8090 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 1.7321 -1.0000 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 -2.0303 -0.4898 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 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.3364 1.5827 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.6581 1.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0085 -0.6977 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 5.1962 -0.0000 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 -1.7213 0.4612 0.0000 C 0 0 3 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 4.3301 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.0622 0.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.7431 0.6691 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 0.8660 0.5000 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 -3.3175 -1.6488 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.6483 -2.3920 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 6.9282 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -4.2956 -1.8567 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.6702 -2.1840 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 7.7942 0.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -4.6046 -2.8078 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.0011 -2.9272 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 18 2 0 0 0 0 2 19 1 0 0 0 0 3 26 1 0 0 0 0 4 26 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 12 1 0 0 0 0 8 18 1 0 0 0 0 9 15 1 0 0 0 0 9 19 1 0 0 0 0 10 11 1 0 0 0 0 10 20 2 0 0 0 0 11 21 2 0 0 0 0 12 22 1 0 0 0 0 13 14 1 0 0 0 0 13 23 1 0 0 0 0 14 24 1 0 0 0 0 16 27 1 0 0 0 0 17 21 1 0 0 0 0 17 22 1 0 0 0 0 18 21 1 0 0 0 0 19 23 1 0 0 0 0 20 24 1 0 0 0 0 22 28 1 1 0 0 0 23 27 1 0 0 0 0 24 27 1 0 0 0 0 25 15 1 6 0 0 0 25 26 1 0 0 0 0 25 29 1 0 0 0 0 26 30 1 0 0 0 0 27 5 1 1 0 0 0 28 31 1 0 0 0 0 29 32 1 0 0 0 0 30 33 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNAP001486
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	6434509
ChEBI
CAS Number

Drug Properties

Molecular Weight	416.33
ALogP	0.5615
MLogP	4.1
XLogP	6.69
HDA	3
HBD	3
Rotatable Bonds	13
TPSA	60.69
RO5 Violation	1