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 is measured using the Tanimoto coefficient (Tc) , which compares the binary fingerprints of two molecules. Tc is calculated as the intersection divided by the union of '1' bits in the fingerprints, ranging from 0 to 1, with 1 indicating highest similarity.
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.

Range	Similarity Score Range
0-0.1	109818
0.1-0.2	92834
0.2-0.3	8390
0.3-0.4	630
0.4-0.5	22
0.5-0.6	8
0.6-0.7	10
0.7-0.8	19
0.8-0.85	5
0.85-0.9	0
0.9-0.95	0
0.95-1	4

Similar Natural Products

High Similarity: Tc>=0.85; Intermediate Similarity: 0.7 <= Tc < 0.85; Remote Similarity: 0.5 <= Tc < 0.7

Similarity Level	Similarity Score	Natural Product ID
High Similarity	1.0	NPC315261
High Similarity	1.0	NPC270931
High Similarity	1.0	NPC490061
High Similarity	1.0	NPC562336
Intermediate Similarity	0.8182	NPC27395
Intermediate Similarity	0.8182	NPC611888
Intermediate Similarity	0.8148	NPC269877
Intermediate Similarity	0.8148	NPC491268
Intermediate Similarity	0.8148	NPC611772
Intermediate Similarity	0.7586	NPC320548
Intermediate Similarity	0.7333	NPC328248
Intermediate Similarity	0.7213	NPC322146
Intermediate Similarity	0.7193	NPC153043
Intermediate Similarity	0.7193	NPC49422
Intermediate Similarity	0.7193	NPC58258
Intermediate Similarity	0.7193	NPC220569
Intermediate Similarity	0.7193	NPC67059
Intermediate Similarity	0.7193	NPC220672
Intermediate Similarity	0.7193	NPC104448
Intermediate Similarity	0.7193	NPC120474
Intermediate Similarity	0.7193	NPC9161
Intermediate Similarity	0.7193	NPC178317
Intermediate Similarity	0.7193	NPC5386
Intermediate Similarity	0.7193	NPC287442
Intermediate Similarity	0.7193	NPC146946
Intermediate Similarity	0.7193	NPC611829
Intermediate Similarity	0.7119	NPC325017
Intermediate Similarity	0.7	NPC490688
Remote Similarity	0.65	NPC329090
Remote Similarity	0.65	NPC321555
Remote Similarity	0.6393	NPC328104
Remote Similarity	0.6393	NPC319090
Remote Similarity	0.6393	NPC324156
Remote Similarity	0.629	NPC321730
Remote Similarity	0.619	NPC321554
Remote Similarity	0.6032	NPC63893
Remote Similarity	0.6032	NPC324772
Remote Similarity	0.6032	NPC611865
Remote Similarity	0.5692	NPC320525
Remote Similarity	0.5672	NPC23466
Remote Similarity	0.5362	NPC324848
Remote Similarity	0.5224	NPC316856
Remote Similarity	0.5224	NPC607632
Remote Similarity	0.5156	NPC141818
Remote Similarity	0.5147	NPC317461
Remote Similarity	0.5079	NPC611620

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