NPASS drugs

Drug Information

Drug ID:	NPD4652
Drug Name:
Molecular Formula:	C21H27N5O7S
Canonical SMILES:	CN=C(C[C@H](C(=N[C@H](c1ccc(cc1)O)C(=N[C@@H]1C(=O)N2[C@@H]1SC([C@@H]2C(=O)O)(C)C)O)O)N)O
Standard InCHI:	"InChI=1S/C21H27N5O7S/c1-21(2)15(20(32)33)26-18(31)14(19(26)34-21)25-17(30)13(9-4-6-10(27)7-5-9)24-16(29)11(22)8-12(28)23-3/h4-7,11,13-15,19,27H,8,22H2,1-3H3,(H,23,28)(H,24,29)(H,25,30)(H,32,33)/t11-,13-,14-,15+,19-/m1/s1"
Standard InCHIKey:	BHELIUBJHYAEDK-OAIUPTLZSA-N
Max Developmental Stage:	Phase 2
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4652

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	63019
0.1-0.2	143234
0.2-0.3	5431
0.3-0.4	45
0.4-0.5	7
0.5-0.6	1
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

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
Remote Similarity	0.6053	NPC206980
Remote Similarity	0.5904	NPC487965

Drug Structure

NPD4652 OpenBabel08211705262D 41 43 0 0 1 0 0 0 0 0999 V2000 -3.4049 -1.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.4049 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 8.3652 -3.2414 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8284 -3.8284 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.1554 -3.3801 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.5696 -4.7944 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.8966 -4.3461 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.7262 -3.0520 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1213 -3.1213 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6037 -5.0532 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.0191 -2.3449 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 6.6921 -2.7932 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.3801 -2.1554 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 0.0000 -1.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -1.9511 0.3090 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 4.0532 -2.6037 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.6730 -1.4483 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.0000 -0.0000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 -1.0000 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -2.2601 1.2601 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.5388 -0.5000 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 5.2779 -1.3789 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 7.3992 -3.5003 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.3461 -1.8966 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.7071 -1.7071 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -1.0000 -0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.3449 -6.0191 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 6.9509 -1.8272 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 3.7944 -3.5696 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.9319 -0.4824 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.7071 0.7071 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -3.2382 1.4680 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.5909 2.0032 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -1.9511 -1.3090 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 6.2438 -1.1201 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.5708 -0.6718 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 0.3789 -6.2779 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 7.9169 -1.5684 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.5015 -4.2767 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 2.8978 -0.2235 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -0.6128 1.7953 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 21 1 0 0 0 0 2 21 1 0 0 0 0 3 23 1 0 0 0 0 4 6 1 0 0 0 0 4 9 2 0 0 0 0 5 7 2 0 0 0 0 5 9 1 0 0 0 0 6 10 2 0 0 0 0 7 10 1 0 0 0 0 8 12 1 0 0 0 0 9 13 1 0 0 0 0 10 27 1 0 0 0 0 11 8 1 6 0 0 0 11 16 1 0 0 0 0 11 22 1 0 0 0 0 12 23 2 3 0 0 0 12 28 1 0 0 0 0 13 17 1 6 0 0 0 13 24 1 0 0 0 0 14 18 1 0 0 0 0 14 19 1 0 0 0 0 14 25 1 1 0 0 0 15 20 1 6 0 0 0 15 21 1 0 0 0 0 15 26 1 0 0 0 0 16 24 2 3 0 0 0 16 29 1 0 0 0 0 17 25 2 3 0 0 0 17 30 1 0 0 0 0 18 26 1 0 0 0 0 18 31 2 0 0 0 0 19 26 1 0 0 0 0 19 34 1 1 0 0 0 20 32 2 0 0 0 0 20 33 1 0 0 0 0 21 34 1 0 0 0 0 22 35 1 0 0 0 0 22 36 1 0 0 0 0 27 37 1 0 0 0 0 28 38 1 0 0 0 0 29 39 1 0 0 0 0 30 40 1 0 0 0 0 33 41 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DNAP001511
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	71961
ChEBI
CAS Number

Drug Properties

Molecular Weight	493.16
ALogP	-1.8403
MLogP	2.34
XLogP	-2.772
HDA	11
HBD	6
Rotatable Bonds	17
TPSA	226.93
RO5 Violation	2