NPASS drugs

Drug Information

Drug ID:	NPD9401
Drug Name:	kifunensine
Molecular Formula:	C8H12N2O6
Canonical SMILES:	OC[C@@H]1[C@@H](O)[C@H](O)[C@@H]([C@@H]2N1C(=O)C(=O)N2)O
Standard InCHI:	InChI=1S/C8H12N2O6/c11-1-2-3(12)4(13)5(14)6-9-7(15)8(16)10(2)6/h2-6,11-14H,1H2,(H,9,15)/t2-,3-,4+,5+,6+/m1/s1
Standard InCHIKey:	OIURYJWYVIAOCW-PQMKYFCFSA-N
Max Developmental Stage:	Discovery
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD9401

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	155
0.1-0.2	12330
0.2-0.3	15162
0.3-0.4	2374
0.4-0.5	608
0.5-0.6	186
0.6-0.7	53
0.7-0.8	21
0.8-0.85	0
0.85-0.9	1
0.9-0.95	0
0.95-1	0

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	0.869	NPC469363
Intermediate Similarity	0.7308	NPC69669
Intermediate Similarity	0.7308	NPC22774
Intermediate Similarity	0.7308	NPC2432
Intermediate Similarity	0.7308	NPC150680
Intermediate Similarity	0.7308	NPC218150
Intermediate Similarity	0.7308	NPC306462
Intermediate Similarity	0.7229	NPC255535
Intermediate Similarity	0.7229	NPC299603
Intermediate Similarity	0.7229	NPC285014
Intermediate Similarity	0.7229	NPC28959
Intermediate Similarity	0.7229	NPC137554
Intermediate Similarity	0.7125	NPC223386
Intermediate Similarity	0.7125	NPC142290
Intermediate Similarity	0.7125	NPC198341
Intermediate Similarity	0.7125	NPC471892
Intermediate Similarity	0.7125	NPC75435
Intermediate Similarity	0.7125	NPC471780
Intermediate Similarity	0.7073	NPC471418
Intermediate Similarity	0.7037	NPC303798
Intermediate Similarity	0.7037	NPC315980
Intermediate Similarity	0.7037	NPC286851
Remote Similarity	0.6988	NPC268922
Remote Similarity	0.6923	NPC193593
Remote Similarity	0.6923	NPC143809
Remote Similarity	0.6923	NPC76726
Remote Similarity	0.6923	NPC290106
Remote Similarity	0.6867	NPC126664
Remote Similarity	0.6867	NPC34291
Remote Similarity	0.6829	NPC77191
Remote Similarity	0.6829	NPC473952
Remote Similarity	0.6829	NPC116377
Remote Similarity	0.6829	NPC101746
Remote Similarity	0.6829	NPC69798
Remote Similarity	0.6824	NPC476695
Remote Similarity	0.6824	NPC476694
Remote Similarity	0.6824	NPC476696
Remote Similarity	0.675	NPC8087
Remote Similarity	0.675	NPC62507
Remote Similarity	0.6744	NPC29326
Remote Similarity	0.6709	NPC170172
Remote Similarity	0.6706	NPC475694
Remote Similarity	0.6706	NPC473710
Remote Similarity	0.6585	NPC163134
Remote Similarity	0.6585	NPC471419
Remote Similarity	0.6582	NPC204709
Remote Similarity	0.6552	NPC474468
Remote Similarity	0.6543	NPC474014
Remote Similarity	0.6543	NPC57846
Remote Similarity	0.6543	NPC30126
Remote Similarity	0.6522	NPC219340
Remote Similarity	0.6506	NPC233034
Remote Similarity	0.6506	NPC474928
Remote Similarity	0.6495	NPC275715
Remote Similarity	0.6456	NPC65832
Remote Similarity	0.6456	NPC10262
Remote Similarity	0.6456	NPC311668
Remote Similarity	0.6413	NPC83248
Remote Similarity	0.6413	NPC100204
Remote Similarity	0.6333	NPC470782
Remote Similarity	0.6304	NPC98750
Remote Similarity	0.6292	NPC126186
Remote Similarity	0.6279	NPC107224
Remote Similarity	0.6264	NPC329077
Remote Similarity	0.6237	NPC70574
Remote Similarity	0.6211	NPC165119
Remote Similarity	0.6105	NPC36927
Remote Similarity	0.6105	NPC271772
Remote Similarity	0.6098	NPC471421
Remote Similarity	0.6098	NPC233364
Remote Similarity	0.6092	NPC171850
Remote Similarity	0.6076	NPC272396
Remote Similarity	0.6023	NPC322274
Remote Similarity	0.6	NPC275727
Remote Similarity	0.6	NPC185084
Remote Similarity	0.5977	NPC221764
Remote Similarity	0.5977	NPC196359
Remote Similarity	0.5977	NPC78312
Remote Similarity	0.5977	NPC135539
Remote Similarity	0.596	NPC306838
Remote Similarity	0.5955	NPC115800
Remote Similarity	0.5955	NPC163538
Remote Similarity	0.5934	NPC320221
Remote Similarity	0.5909	NPC474469
Remote Similarity	0.5889	NPC470781
Remote Similarity	0.5862	NPC12514
Remote Similarity	0.5862	NPC294883
Remote Similarity	0.5862	NPC287693
Remote Similarity	0.5847	NPC477237
Remote Similarity	0.5843	NPC475127
Remote Similarity	0.5843	NPC475715
Remote Similarity	0.5843	NPC473419
Remote Similarity	0.5833	NPC470783
Remote Similarity	0.5818	NPC128303
Remote Similarity	0.5795	NPC141156
Remote Similarity	0.5795	NPC184150
Remote Similarity	0.5766	NPC241394
Remote Similarity	0.575	NPC477238
Remote Similarity	0.5747	NPC472609
Remote Similarity	0.573	NPC306763
Remote Similarity	0.573	NPC266242
Remote Similarity	0.573	NPC74555
Remote Similarity	0.573	NPC254617
Remote Similarity	0.5714	NPC306973
Remote Similarity	0.5699	NPC327272
Remote Similarity	0.5684	NPC325902
Remote Similarity	0.5679	NPC277072
Remote Similarity	0.5679	NPC178263
Remote Similarity	0.567	NPC475542
Remote Similarity	0.5652	NPC55274
Remote Similarity	0.5641	NPC259586
Remote Similarity	0.5636	NPC471258
Remote Similarity	0.5625	NPC150557
Remote Similarity	0.5625	NPC312315
Remote Similarity	0.5618	NPC322801
Remote Similarity	0.5618	NPC59221
Remote Similarity	0.5618	NPC129100
Remote Similarity	0.5618	NPC291650
Remote Similarity	0.5612	NPC242077

Drug Structure

NPD9401 OpenBabel08211713352D 21 22 0 0 1 0 0 0 0 0999 V2000 -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 2 0 0 0 0 0 0 0 0 0 -1.7321 -0.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.7321 1.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 -0.8660 1.5000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 0.0000 1.0000 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 1.5388 0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9511 -0.3090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.9511 1.3090 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 -1.7321 -2.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 1.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.8660 2.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 2.5388 0.5000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.2601 -1.2601 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.2601 2.2601 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.7321 -3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 -1.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.5981 2.5000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 3.0000 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 11 1 0 0 0 0 2 1 1 6 0 0 0 2 3 1 0 0 0 0 2 10 1 0 0 0 0 3 4 1 0 0 0 0 3 12 1 1 0 0 0 4 5 1 0 0 0 0 4 13 1 6 0 0 0 5 6 1 0 0 0 0 5 14 1 6 0 0 0 6 9 1 1 0 0 0 6 10 1 0 0 0 0 7 8 1 0 0 0 0 7 9 1 0 0 0 0 7 15 2 0 0 0 0 8 10 1 0 0 0 0 8 16 2 0 0 0 0 9 17 1 0 0 0 0 11 18 1 0 0 0 0 12 19 1 0 0 0 0 13 20 1 0 0 0 0 14 21 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB005699
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID
ChEBI
CAS Number

Drug Properties

Molecular Weight	232.07
ALogP	-3.1686
MLogP	1.46
XLogP	-1.755
HDA	8
HBD	5
Rotatable Bonds	5
TPSA	130.33
RO5 Violation	0