NPASS Natural Product

Natural Product: NPC9436

Natural Product ID:	NPC9436
Common Name:	Sclerotioramine
IUPAC Name:	[(7R)-5-chloro-3-[(1E,3E,5S)-3,5-dimethylhepta-1,3-dienyl]-7-methyl-6,8-dioxo-2H-isoquinolin-7-yl] acetate
Synonyms:	Sclerotioramine
Molecular Formula:	C21H24ClNO4
Standard InCHIKey:	DOUKEKLEUAGITQ-UPWXJBBJSA-N
Standard InCHI:	InChI=1S/C21H24ClNO4/c1-6-12(2)9-13(3)7-8-15-10-16-17(11-23-15)19(25)21(5,27-14(4)24)20(26)18(16)22/h7-12,23H,6H2,1-5H3/b8-7+,13-9+/t12-,21+/m0/s1
Canonical SMILES:	CC[C@@H](/C=C(/C=C/c1[nH]cc2c(=C(Cl)C(=O)[C@](C2=O)(C)OC(=O)C)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
NPO26654	Penicillium citreonigrum	Species	Aspergillaceae	Eukaryota		Atlantic		PMID[20450206]

Biological Activity

Activity Type	# Activity
Others	5

Activity Type	# Activity
Organism	5

Target ID	Target Type	Target Name	Target Organism	Activity Type	Activity Relation	Value	Unit	Reference
NPT188	Organism	Candida parapsilosis	Candida parapsilosis	IZ	=	7	mm	16038548
NPT186	Organism	Candida tropicalis	Candida tropicalis	IZ	=	8	mm	DrugMatrix in vitro pharmacology data
NPT17	Organism	Staphylococcus epidermidis	Staphylococcus epidermidis	IZ	=	8	mm	DrugMatrix in vitro pharmacology data
NPT20	Organism	Candida albicans	Candida albicans	IZ	=	8	mm	DrugMatrix in vitro pharmacology data
NPT187	Organism	Issatchenkia orientalis	Pichia kudriavzevii	IZ	=	8	mm	DrugMatrix in vitro pharmacology data

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 NPC9436 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	66
0.1-0.2	533
0.2-0.3	6157
0.3-0.4	16994
0.4-0.5	6722
0.5-0.6	393
0.6-0.7	22
0.7-0.8	2
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similarity Score	Similarity Level	Natural Product ID
0.7308	Intermediate Similarity	NPC224270
0.7037	Intermediate Similarity	NPC12727
0.6944	Remote Similarity	NPC143210
0.6303	Remote Similarity	NPC232969
0.6303	Remote Similarity	NPC199107
0.6296	Remote Similarity	NPC291712
0.6271	Remote Similarity	NPC272528
0.625	Remote Similarity	NPC24596
0.6218	Remote Similarity	NPC185929
0.6216	Remote Similarity	NPC236322
0.6204	Remote Similarity	NPC281172
0.6204	Remote Similarity	NPC2640
0.6161	Remote Similarity	NPC32944
0.6161	Remote Similarity	NPC32552
0.6161	Remote Similarity	NPC193396
0.6147	Remote Similarity	NPC472161
0.6116	Remote Similarity	NPC220730
0.6106	Remote Similarity	NPC472613
0.6087	Remote Similarity	NPC318082
0.6055	Remote Similarity	NPC475614
0.6036	Remote Similarity	NPC116231
0.6034	Remote Similarity	NPC134083
0.6018	Remote Similarity	NPC166110
0.6017	Remote Similarity	NPC34193
0.5982	Remote Similarity	NPC95364
0.5982	Remote Similarity	NPC142159
0.5965	Remote Similarity	NPC248193
0.5935	Remote Similarity	NPC472192
0.5932	Remote Similarity	NPC185253
0.5932	Remote Similarity	NPC215253
0.5882	Remote Similarity	NPC224172
0.5862	Remote Similarity	NPC31021
0.5847	Remote Similarity	NPC166770
0.5833	Remote Similarity	NPC312419
0.5798	Remote Similarity	NPC316730
0.5766	Remote Similarity	NPC296589
0.575	Remote Similarity	NPC469851
0.5736	Remote Similarity	NPC243298
0.5726	Remote Similarity	NPC471698
0.5714	Remote Similarity	NPC476141
0.5688	Remote Similarity	NPC475833
0.5664	Remote Similarity	NPC472614
0.5662	Remote Similarity	NPC163783
0.5656	Remote Similarity	NPC271059
0.5656	Remote Similarity	NPC297281
0.5656	Remote Similarity	NPC473144
0.5656	Remote Similarity	NPC318544
0.5656	Remote Similarity	NPC25666
0.5649	Remote Similarity	NPC245320
0.5635	Remote Similarity	NPC72688
0.563	Remote Similarity	NPC241426
0.563	Remote Similarity	NPC472162
0.5625	Remote Similarity	NPC470177
0.5625	Remote Similarity	NPC76283
0.5619	Remote Similarity	NPC122244
0.561	Remote Similarity	NPC470073
0.5607	Remote Similarity	NPC180290
0.5606	Remote Similarity	NPC476815
0.5606	Remote Similarity	NPC473145
0.5606	Remote Similarity	NPC31641
0.56	Remote Similarity	NPC470072

Similar Clinical/Approved Drugs

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

● The left chart: Distribution of similarity level between NPC9436 and all drugs/candidates.
● The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

range	Tanimoto Coefficient
0-0.1	71
0.1-0.2	364
0.2-0.3	2863
0.3-0.4	4721
0.4-0.5	1070
0.5-0.6	71
0.6-0.7	1
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
0.6132	Remote Similarity	NPD5115	Clinical (unspecified phase)
0.5862	Remote Similarity	NPD5654	Approved
0.5802	Remote Similarity	NPD7739	Clinical (unspecified phase)
0.5763	Remote Similarity	NPD5959	Approved
0.5758	Remote Similarity	NPD7624	Clinical (unspecified phase)
0.5758	Remote Similarity	NPD7623	Phase 3
0.5645	Remote Similarity	NPD6614	Approved
0.5606	Remote Similarity	NPD7299	Clinical (unspecified phase)
0.5603	Remote Similarity	NPD5694	Approved

Structure

NPC9436 OpenBabel07101718312D 27 28 0 0 1 0 0 0 0 0999 V2000 -8.6603 -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 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 2.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0000 0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -8.6603 -1.0000 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 -4.3301 -1.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -6.9282 -1.0000 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 -2.5981 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -7.7942 -1.5000 0.0000 C 0 0 1 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 1.5000 0.8660 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -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 -1.7321 -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 -0.8660 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 0.0000 -0.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8660 -2.5000 0.0000 Cl 0 0 0 0 0 0 0 0 0 0 0 0 -3.4641 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.0000 1.7321 0.0000 O 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 0.8660 -1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.5000 0.8660 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1 6 1 0 0 0 0 3 13 1 0 0 0 0 4 14 1 0 0 0 0 6 12 1 0 0 0 0 7 8 2 0 0 0 0 7 13 1 0 0 0 0 8 15 1 0 0 0 0 9 12 1 0 0 0 0 9 13 2 0 0 0 0 10 15 2 0 0 0 0 10 16 1 0 0 0 0 11 17 2 0 0 0 0 11 23 1 0 0 0 0 12 2 1 1 0 0 0 14 24 2 0 0 0 0 14 27 1 0 0 0 0 15 23 1 0 0 0 0 16 17 1 0 0 0 0 16 18 2 0 0 0 0 17 19 1 0 0 0 0 18 20 1 0 0 0 0 18 22 1 0 0 0 0 19 21 1 0 0 0 0 19 25 2 0 0 0 0 20 21 1 0 0 0 0 20 26 2 0 0 0 0 21 5 1 6 0 0 0 21 27 1 0 0 0 0 M END $$$$

External Identifiers

PubChem CID	46888543
ChEMBL	CHEMBL1097682
ZINC

Physicochemical Properties

Molecular Weight:	389.14
ALogP:	0.8172
MLogP:	3.11
XLogP:	4.477
# Rotatable Bonds:	12
Polar Surface Area:	72.47
# H-Bond Aceptor:	5
# H-Bond Donor:	1
# Rings:	2
# Heavy Atoms:	27

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