NPASS drugs

Drug Information

Drug ID:	NPD319
Drug Name:	Limonene
Molecular Formula:	C10H16
Canonical SMILES:	CC1=CC[C@@H](CC1)C(=C)C
Standard InCHI:	"InChI=1S/C10H16/c1-8(2)10-6-4-9(3)5-7-10/h4,10H,1,5-7H2,2-3H3/t10-/m0/s1"
Standard InCHIKey:	XMGQYMWWDOXHJM-JTQLQIEISA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	ChEMBL

Structural Similarity Between NPASS Natural Products and NPD319

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	139525
0.1-0.2	63801
0.2-0.3	7348
0.3-0.4	826
0.4-0.5	137
0.5-0.6	50
0.6-0.7	16
0.7-0.8	18
0.8-0.85	0
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	NPC190810
High Similarity	1.0	NPC34764
High Similarity	1.0	NPC76145
High Similarity	1.0	NPC19879
Intermediate Similarity	0.75	NPC51936
Intermediate Similarity	0.75	NPC92224
Intermediate Similarity	0.75	NPC48764
Intermediate Similarity	0.75	NPC188334
Intermediate Similarity	0.75	NPC318012
Intermediate Similarity	0.75	NPC308955
Intermediate Similarity	0.75	NPC249407
Intermediate Similarity	0.75	NPC178777
Intermediate Similarity	0.75	NPC136029
Intermediate Similarity	0.75	NPC198586
Intermediate Similarity	0.75	NPC90302
Intermediate Similarity	0.75	NPC490992
Intermediate Similarity	0.75	NPC495746
Intermediate Similarity	0.75	NPC542408
Intermediate Similarity	0.75	NPC551324
Intermediate Similarity	0.75	NPC585250
Intermediate Similarity	0.75	NPC586680
Intermediate Similarity	0.75	NPC587929
Remote Similarity	0.64	NPC206365
Remote Similarity	0.64	NPC157805
Remote Similarity	0.64	NPC217791
Remote Similarity	0.64	NPC597490
Remote Similarity	0.6154	NPC297643
Remote Similarity	0.6154	NPC139717
Remote Similarity	0.6154	NPC229262
Remote Similarity	0.6	NPC100809
Remote Similarity	0.6	NPC209431
Remote Similarity	0.6	NPC148216
Remote Similarity	0.6	NPC130209
Remote Similarity	0.6	NPC95031
Remote Similarity	0.6	NPC148163
Remote Similarity	0.6	NPC500831
Remote Similarity	0.6	NPC606432
Remote Similarity	0.6	NPC606982
Remote Similarity	0.5909	NPC80982
Remote Similarity	0.5909	NPC94901
Remote Similarity	0.5909	NPC40197
Remote Similarity	0.5909	NPC607627
Remote Similarity	0.5769	NPC97766
Remote Similarity	0.5769	NPC147742
Remote Similarity	0.5769	NPC92148
Remote Similarity	0.5769	NPC73923
Remote Similarity	0.5769	NPC216610
Remote Similarity	0.5769	NPC5946
Remote Similarity	0.5769	NPC303305
Remote Similarity	0.5769	NPC495947
Remote Similarity	0.5769	NPC570637
Remote Similarity	0.5769	NPC571473
Remote Similarity	0.5714	NPC100356
Remote Similarity	0.5714	NPC528637
Remote Similarity	0.5714	NPC542434
Remote Similarity	0.5714	NPC598065
Remote Similarity	0.5455	NPC517078
Remote Similarity	0.5417	NPC101469
Remote Similarity	0.5357	NPC596612
Remote Similarity	0.5333	NPC509487
Remote Similarity	0.5333	NPC533301
Remote Similarity	0.5294	NPC245048
Remote Similarity	0.5294	NPC580801
Remote Similarity	0.52	NPC47970
Remote Similarity	0.52	NPC91962
Remote Similarity	0.52	NPC26906
Remote Similarity	0.52	NPC27184
Remote Similarity	0.52	NPC214584
Remote Similarity	0.52	NPC296390
Remote Similarity	0.5172	NPC536906
Remote Similarity	0.5161	NPC112449
Remote Similarity	0.5161	NPC240504
Remote Similarity	0.5161	NPC43656
Remote Similarity	0.5161	NPC316818
Remote Similarity	0.5161	NPC244038
Remote Similarity	0.5161	NPC317514
Remote Similarity	0.5161	NPC8496
Remote Similarity	0.5161	NPC317885
Remote Similarity	0.5161	NPC162891
Remote Similarity	0.5161	NPC498997
Remote Similarity	0.5161	NPC508355
Remote Similarity	0.5161	NPC535875
Remote Similarity	0.5161	NPC541154
Remote Similarity	0.5161	NPC543234
Remote Similarity	0.5161	NPC547175
Remote Similarity	0.5161	NPC564011
Remote Similarity	0.5161	NPC569580
Remote Similarity	0.5161	NPC591752

Drug Structure

External Identifiers

TTD
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	0
ChEBI
CAS Number

Drug Properties

Molecular Weight	136.13
ALogP	2.1424
MLogP	2.56
XLogP	3.729
HDA	0
HBD	0
Rotatable Bonds	3
TPSA	0
RO5 Violation	0