NPASS Natural Product

Natural Product: NPC116881

Natural Product ID:	NPC116881
Common Name:	Cryptadine B
IUPAC Name:	1-[(7S,8aS)-5-[[(2R,6R)-6-[[(7R,8aS)-1,7-dimethyl-3,4,6,7,8,8a-hexahydro-2H-quinolin-5-yl]methyl]piperidin-2-yl]methyl]-7-methyl-3,4,6,7,8,8a-hexahydro-2H-quinolin-1-yl]ethanone
Synonyms:
Molecular Formula:	C30H49N3O
Standard InCHIKey:	GNBIIUGCLQZEQB-QERBKSRWSA-N
Standard InCHI:	InChI=1S/C30H49N3O/c1-20-14-23(27-10-6-12-32(4)29(27)16-20)18-25-8-5-9-26(31-25)19-24-15-21(2)17-30-28(24)11-7-13-33(30)22(3)34/h20-21,25-26,29-31H,5-19H2,1-4H3/t20-,21+,25-,26-,29+,30+/m1/s1
Canonical SMILES:	C[C@H]1CC(=C2[C@H](C1)N(CCC2)C(=O)C)C[C@H]1CCC[C@@H](N1)CC1=C2CCCN([C@H]2C[C@@H](C1)C)C
First Find Year:
Max Developmental Stage:
Synthetic Gene Cluster:	;

Species Source

Organism ID	Organism Name	Taxonomy Level	Family	SuperKingdom	Isolation Part	Collection Location	Collection Time	Reference
NPO33447	lycopodium cryptomerinum	Species	Lycopodiaceae	Eukaryota				PMID[17904850]

Biological Activity

Activity Type	# Activity
IC50	1

Activity Type	# Activity
Individual Protein	1

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT914	Individual Protein	Acetylcholinesterase	Bos taurus	IC50	=	18500	nM	22587572

Similar Natural Products in NPASS

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

● The left chart: Distribution of similarity level between NPC116881 and all remaining natural products in the NPASS database.
● The right table: Most similar natural products (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	62
0.1-0.2	2467
0.2-0.3	17643
0.3-0.4	9673
0.4-0.5	857
0.5-0.6	140
0.6-0.7	41
0.7-0.8	5
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	1

Similarity Score	Similarity Level	Natural Product ID
1.0	High Similarity	NPC57163
0.7356	Intermediate Similarity	NPC268580
0.7326	Intermediate Similarity	NPC308050
0.7241	Intermediate Similarity	NPC39308
0.7159	Intermediate Similarity	NPC120699
0.7159	Intermediate Similarity	NPC127430
0.6774	Remote Similarity	NPC61321
0.6774	Remote Similarity	NPC78058
0.6774	Remote Similarity	NPC234822
0.6774	Remote Similarity	NPC207048
0.6774	Remote Similarity	NPC143344
0.6774	Remote Similarity	NPC135639
0.6739	Remote Similarity	NPC215474
0.6737	Remote Similarity	NPC43308
0.6667	Remote Similarity	NPC477460
0.6667	Remote Similarity	NPC76869
0.6522	Remote Similarity	NPC12035
0.6458	Remote Similarity	NPC157479
0.6354	Remote Similarity	NPC147513
0.63	Remote Similarity	NPC145707
0.6277	Remote Similarity	NPC474122
0.6264	Remote Similarity	NPC25110
0.6237	Remote Similarity	NPC267203
0.6237	Remote Similarity	NPC77890
0.6237	Remote Similarity	NPC132858
0.6136	Remote Similarity	NPC48448
0.6136	Remote Similarity	NPC266383
0.6136	Remote Similarity	NPC180401
0.6136	Remote Similarity	NPC206241
0.6136	Remote Similarity	NPC271803
0.6136	Remote Similarity	NPC290231
0.6136	Remote Similarity	NPC68043
0.6117	Remote Similarity	NPC25033
0.6117	Remote Similarity	NPC119225
0.6117	Remote Similarity	NPC470382
0.6117	Remote Similarity	NPC476261
0.6117	Remote Similarity	NPC471635
0.6105	Remote Similarity	NPC152039
0.6105	Remote Similarity	NPC118329
0.6075	Remote Similarity	NPC58200
0.6071	Remote Similarity	NPC477459
0.6071	Remote Similarity	NPC143173
0.6071	Remote Similarity	NPC477461
0.6064	Remote Similarity	NPC211322
0.6044	Remote Similarity	NPC17770
0.6042	Remote Similarity	NPC472312
0.6	Remote Similarity	NPC91036
0.5938	Remote Similarity	NPC329782
0.5938	Remote Similarity	NPC90150
0.5914	Remote Similarity	NPC214125
0.5914	Remote Similarity	NPC320667
0.5904	Remote Similarity	NPC231129
0.5849	Remote Similarity	NPC474164
0.5833	Remote Similarity	NPC100810
0.5833	Remote Similarity	NPC82919
0.5833	Remote Similarity	NPC144714
0.5824	Remote Similarity	NPC265789
0.5816	Remote Similarity	NPC171639
0.5814	Remote Similarity	NPC472544
0.5806	Remote Similarity	NPC63284
0.5806	Remote Similarity	NPC80447
0.5769	Remote Similarity	NPC476753
0.5769	Remote Similarity	NPC476752
0.5747	Remote Similarity	NPC206660
0.5728	Remote Similarity	NPC84171
0.5714	Remote Similarity	NPC476754
0.5714	Remote Similarity	NPC473442
0.5714	Remote Similarity	NPC120167
0.5657	Remote Similarity	NPC21667
0.5652	Remote Similarity	NPC21773
0.5636	Remote Similarity	NPC176012
0.5625	Remote Similarity	NPC472856
0.5619	Remote Similarity	NPC93027

Similar Clinical/Approved Drugs

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules.

● The left chart: Distribution of similarity level between NPC116881 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	85
0.1-0.2	546
0.2-0.3	4217
0.3-0.4	3669
0.4-0.5	608
0.5-0.6	33
0.6-0.7	3
0.7-0.8	0
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Drug ID	Developmental Stage
0.6552	Remote Similarity	NPD5365	Phase 2
0.6237	Remote Similarity	NPD529	Approved
0.6	Remote Similarity	NPD3155	Clinical (unspecified phase)
0.5644	Remote Similarity	NPD3176	Clinical (unspecified phase)

Structure

NPC116881 OpenBabel07101719522D 34 38 0 0 1 0 0 0 0 0999 V2000 8.6603 3.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7321 -3.0000 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 7.7942 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5981 2.5000 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 0.8660 1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.4641 3.0000 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 5.1962 1.0000 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 6.0622 -0.5000 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 6.9282 3.0000 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 7.7942 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 5.1962 3.0000 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 7.7942 2.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 1.7321 -2.0000 0.0000 C 0 0 1 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 6.0622 2.5000 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 4.3301 2.5000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 3.4641 1.0000 0.0000 C 0 0 2 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 1.7321 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 1.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.8660 -0.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 4.3301 1.5000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 6.9282 -0.0000 0.0000 N 0 0 0 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 -0.8660 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3 22 1 0 0 0 0 4 32 1 0 0 0 0 5 8 1 0 0 0 0 5 9 1 0 0 0 0 6 10 1 0 0 0 0 6 12 1 0 0 0 0 7 11 1 0 0 0 0 7 13 1 0 0 0 0 8 25 1 0 0 0 0 9 26 1 0 0 0 0 10 27 1 0 0 0 0 11 28 1 0 0 0 0 12 32 1 0 0 0 0 13 33 1 0 0 0 0 14 20 1 0 0 0 0 14 23 1 0 0 0 0 15 21 1 0 0 0 0 15 24 1 0 0 0 0 16 20 1 0 0 0 0 17 21 1 0 0 0 0 18 23 1 0 0 0 0 19 24 1 0 0 0 0 20 1 1 1 0 0 0 21 2 1 6 0 0 0 22 33 1 0 0 0 0 22 34 2 0 0 0 0 23 27 2 0 0 0 0 24 28 2 0 0 0 0 25 18 1 6 0 0 0 25 31 1 0 0 0 0 26 19 1 1 0 0 0 26 31 1 0 0 0 0 27 29 1 0 0 0 0 28 30 1 0 0 0 0 29 16 1 6 0 0 0 29 32 1 0 0 0 0 30 17 1 6 0 0 0 30 33 1 0 0 0 0 M END $$$$

External Identifiers

PubChem CID	24809844
ChEMBL	CHEMBL240094
ZINC

Physicochemical Properties

Molecular Weight:	467.39
ALogP:	-0.725
MLogP:	4.32
XLogP:	3.449
# Rotatable Bonds:	9
Polar Surface Area:	35.58
# H-Bond Aceptor:	4
# H-Bond Donor:	1
# Rings:	5
# Heavy Atoms:	34

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